Openssl for windows x64 инструкция

Tutorial: OpenSSL provision on Windows 10 and Windows 11

OpenSSL was previously reserved for Linux operating systems or had to be compiled from the source code itself under Mac and Windows. With Win32/Win64 OpenSSL, the open source software library can also be run on 32-bit and 64-bit Windows OS (x86/i386) and can be integrated on Windows machines via installer.

OpenSSL is widely used and found by encryption in numerous application and secure connections, as well as for SSL/TLS connections HTTPS, including cryptography in SSH, OpenVPN and DNSSEC.

The Win32/Win64 OpenSSL installation project from Shining Light Productions (slproweb.com) carrying the ease of deployment of OpenSSL for Microsoft Windows. The installation consists of downloading and unpacking the binaries, which eliminates the need to compile source code.

Installation

This tutorial shows two methods to deploy OpenSSL on Windows 10 and Windows 11. The simple method right at the beginning, by running Windows Package Manager with hit the Windows-logo+R keys and enter cmd in the Run box then click OK, or press and hit cmd then click the command prompt icon.

In the now opened command prompt ran the following command, if you are not authorized as administrator with the logged in user, you can select “Run as administrator”.

C:> winget install openssl

The Windows package manager “winget” allows you to install applications and other packages by using the command line. If winget is started for the first time, you will be prompted to confirm the source agreement terms, by hit the Y key.

The OpenSSL package is now installed. The second method is to download and install the package. The table (screenshot) on the slproweb.com website contains the versions for Win32 and Win64 OpenSSL as EXE and MSI installers.

Recommended here is the latest version with the most commonly used essentials of Win64 OpenSSL v3.0.7, at the time of writing this article, it is Win64 OpenSSL v3.0.7 EXE Light, at the top of the first line.

Double-click to execute the file Win64OpenSSL_Light-3_0_7.exe will the setup wizard appears. Confirm the Windows Account Control (UAC) with Yes to continue the installation.

The setup wizard unpacks and copies the OpenSSL files.

After the OpenSSL files are copied and installed, the search path and environment variable are now added to the operating system, with + R and paste SYSTEMPROPERTIESADVANCED and click OK.

The System Properties window opens.

Click the Environment Variables button at the bottom.

In the lower area System Variables, select the Path line with the mouse and click on the Edit button.

In the “Edit Environment Variables” window, click New to add the path to the OpenSSL-Win64bin folder under Program files. The path in which the file openssl.exe is located can be found with Windows Explorer and copied to the clipboard, there is also the possibility to choose the path to the bin folder with the Browse button. Confirm the action with OK.

Now add another system variable with click New.

Enter OPENSSL_CONF in the Variable name field. In the next field insert the path to which the file openssl.cnf is located, here it is C:Program FilesOpenSSL-Win64bincnfopenssl.cnf

The installation is now complete and OpenSSL can be used. First of all, there is the opportunity to check the OpenSSL provisioned release.

C:> openssl version -a
OpenSSL 3.0.7 1 Nov 2022 (Library: OpenSSL 3.0.7 1 Nov 2022)
built on: Tue Nov  1 16:04:12 2022 UTC
...
C:> openssl version -d
OPENSSLDIR: "C:Program FilesCommon FilesSSL"

The OpenSSL Toolkit is a versatile utility with many options, but under Windows there is not the possibility of using the man page, as is known on Linux. However, the openssl help command provides context-sensitive help, such asopenssl help s_clientor useopenssl help x509oropenssl help reqto show just a few examples. Help is also offered on the documentation pages on the web, where manpages can also be found.

Useful OpenSSL Examples

A few of the most commonly used openssl command examples in the console are shown below, note that this is not a comprehensive collection of all possible applicable commands of this powerful open source toolkit.

openssl x509 -noout -text -in ca-cert.pem

Displaying and print the ca-cert.pem certificate file in plain text.

openssl req -text -noout -verify -in x509-check.csr

View and verify the contents of CSR x509-check.csr in plain text.

openssl rsa -check -in rootCA.key

Verify key consistency of the rootCA.key file.

openssl x509 -noout -modulus -in ca-cert.pem | openssl md5

Check md5 checksum of certificate ca-cert.pem file.

openssl crl2pkcs7 -nocrl -certfile servercert.pem -out c:tempservercert.p7b

Convert certificate from pem to p7b format and write to temp folder.

openssl pkcs12 -export -in rootCA.pem -inkey rootCA.key -out c:temprootCA.p12 -name "PKCS12 certificate"

Convert certificate rootCA.pem to PKCS12 format as rootCA.p12 file.

openssl req -new -newkey rsa:2048 -sha256 -days 365 -nodes -x509 -keyout server.key -out server.crt

Generate SSL certificate and key on a single line, using SHA256 with RSA 2048 encryption, the certificate will be valid for 1 year.

openssl s_client -connect imap.gmail.com:993

Check connection to imap.gmail.com service 993 to get more useful results like than as in telnet.

openssl s_client -crlf -connect smtp.gmail.com:587 -starttls smtp

Try to connect service 587 on smtp.gmail.com using the starttls protocol, possibly to check a firewall policy for its effect.

openssl s_client -verify_quiet -brief www.ietf.org:443

Check protocol version and ciphersuite, peer certificate and hash used.

openssl rand -base64 20

Generate a random password in base64 using OpenSSL, can be used as a passphrase to hide private keys from spying eyes.

These were just a few examples, because openssl is a versatile toolkit that offers numerous application options.

Conclusion

The OpenSSL open-source library for cryptography is more important than ever and indispensable. Connections are encrypted and protected, so why shouldn’t the OpenSSL Toolkit be used on Windows? Creating and managing Digital X. 509 certificates, check algorithms for data encryption such as Chiper Suite, digital fingerprint, MD5 and SHA hash values can be checked, which was previously reserved only for Linux.

Sources Links:
slproweb.com Win32/Win64 OpenSSL Installation Project for Windows
openssl.org Cryptography and SSL/TLS Toolkit

The following page is a combination of the INSTALL file provided with the OpenSSL library and notes from the field. If you have questions about what you are doing or seeing, then you should consult INSTALL since it contains the commands and specifies the behavior by the development team.

OpenSSL uses a custom build system to configure the library. Configuration will allow the library to set up the recursive makefiles from makefile.org. Once configured, you use make to build the library. You should avoid custom build systems because they often miss details, like each architecture and platform has a unique opensslconf.h and bn.h generated by Configure.

You must use a C compiler to build the OpenSSL library. You cannot use a C++ compiler. Later, once the library is built, it is OK to create user programs with a C++ compiler. But the library proper must be built with a C compiler.

There are two generations of build system. First is the build system used in OpenSSL 1.0.2 and below. The instructions below apply to it. Second is the build system for OpenSSL 1.1.0 and above. The instructions are similar, but not the same. For example, the second generation abandons the monolithic Configure and places individual configurations in the Configurations directory. Also, the second generation is more platform agnostic and uses templates to produce a final, top level build file (Makefile, descrip.mms, what have you).

After you configure and build the library, you should always perform a make test to ensure the library performs as expected under its self tests. If you are building OpenSSL 1.1.0 and above, then you will also need PERL 5.10 or higher (see README.PERL for details).

OpenSSL’s build system does not rely upon autotools or libtool. Also see Why aren’t tools like ‘autoconf’ and ‘libtool’ used? in the OpenSSL FAQ.

Retrieve source code[edit]

The OpenSSL source code can be downloaded from OpenSSL Source Tarballs or any suitable ftp mirror. There are various versions including stable as well as unstable versions.

The source code is managed via Git. It’s referred to as Master. The repository is

git://git.openssl.org/openssl.git

The source is also available via a GitHub mirror. This repository is updated every 15 minutes.

• Accessing OpenSSL source code via Git

Configuration[edit]

OpenSSL is configured for a particular platform with protocol and behavior options using Configure and config.

You should avoid custom build systems because they often miss details, like each architecture and platform has a unique opensslconf.h and bn.h generated by Configure.

Supported Platforms[edit]

You can run Configure LIST to see a list of available platforms.

$ ./Configure LIST
BC-32
BS2000-OSD
BSD-generic32
BSD-generic64
BSD-ia64
BSD-sparc64
BSD-sparcv8
BSD-x86
BSD-x86-elf
BSD-x86_64
Cygwin
Cygwin-x86_64
DJGPP
...

If your platform is not listed, then use a similar platform and tune the $cflags and $ldflags by making a copy of the configure line and giving it its own name. $cflags and $ldflags correspond to fields 2 and 6 in a configure line. An example of using a similar configure line is presented in Using RPATHs.

Configure & Config[edit]

You use Configure and config to tune the compile and installation process through options and switches. The difference between is Configure properly handles the host-arch-compiler triplet, and config does not. config attempts to guess the triplet, so it’s a lot like autotool’s config.guess.

You can usually use config and it will do the right thing (from Ubuntu 13.04, x64):

$ ./config 
Operating system: x86_64-whatever-linux2
Configuring for linux-x86_64
Configuring for linux-x86_64
    no-ec_nistp_64_gcc_128 [default]  OPENSSL_NO_EC_NISTP_64_GCC_128 (skip dir)
    no-gmp          [default]  OPENSSL_NO_GMP (skip dir)
    no-jpake        [experimental] OPENSSL_NO_JPAKE (skip dir)
    no-krb5         [krb5-flavor not specified] OPENSSL_NO_KRB5
    ...

Mac OS X can have issues (it’s often a neglected platform), and you will have to use Configure:

 ./Configure darwin64-x86_64-cc
Configuring for darwin64-x86_64-cc
    no-ec_nistp_64_gcc_128 [default]  OPENSSL_NO_EC_NISTP_64_GCC_128 (skip dir)
    no-gmp          [default]  OPENSSL_NO_GMP (skip dir)
    no-jpake        [experimental] OPENSSL_NO_JPAKE (skip dir)
    no-krb5         [krb5-flavor not specified] OPENSSL_NO_KRB5
    ...

You can also configure on Darwin by exporting KERNEL_BITS:

$ export KERNEL_BITS=64
$ ./config shared no-ssl2 no-ssl3 enable-ec_nistp_64_gcc_128 --openssldir=/usr/local/ssl/macosx-x64/
Operating system: i686-apple-darwinDarwin Kernel Version 12.5.0: Sun Sep 29 13:33:47 PDT 2013; root:xnu-2050.48.12~1/RELEASE_X86_64
Configuring for darwin64-x86_64-cc
Configuring for darwin64-x86_64-cc
    no-gmp          [default]  OPENSSL_NO_GMP (skip dir)
    no-jpake        [experimental] OPENSSL_NO_JPAKE (skip dir)
    no-krb5         [krb5-flavor not specified] OPENSSL_NO_KRB5
    ...

If you provide a option not known to configure or ask for help, then you get a brief help message:

$ ./Configure --help
Usage: Configure [no-<cipher> ...] [enable-<cipher> ...] [experimental-<cipher> ...]
[-Dxxx] [-lxxx] [-Lxxx] [-fxxx] [-Kxxx] [no-hw-xxx|no-hw] [[no-]threads] [[no-]shared]
[[no-]zlib|zlib-dynamic] [no-asm] [no-dso] [no-krb5] [sctp] [386] [--prefix=DIR]
[--openssldir=OPENSSLDIR] [--with-xxx[=vvv]] [--test-sanity] os/compiler[:flags]

And if you supply an unknown triplet:

$ ./Configure darwin64-x86_64-clang
Configuring for darwin64-x86_64-clang
Usage: Configure [no-<cipher> ...] [enable-<cipher> ...] [experimental-<cipher> ...]
[-Dxxx] [-lxxx] [-Lxxx] [-fxxx] [-Kxxx] [no-hw-xxx|no-hw] [[no-]threads] [[no-]shared]
[[no-]zlib|zlib-dynamic] [no-asm] [no-dso] [no-krb5] [sctp] [386] [--prefix=DIR]
[--openssldir=OPENSSLDIR] [--with-xxx[=vvv]] [--test-sanity] os/compiler[:flags]

pick os/compiler from:
BC-32 BS2000-OSD BSD-generic32 BSD-generic64 BSD-ia64 BSD-sparc64 BSD-sparcv8 
BSD-x86 BSD-x86-elf BSD-x86_64 Cygwin Cygwin-pre1.3 DJGPP MPE/iX-gcc OS2-EMX 
...

NOTE: If in doubt, on Unix-ish systems use './config'.

Dependencies[edit]

If you are prompted to run make depend, then you must do so. For OpenSSL 1.0.2 and below, it’s required to update the standard distribution once configuration options change.

Since you've disabled or enabled at least one algorithm, you need to do
the following before building:

	make depend

OpenSSL 1.1.0 and above performs the dependency step for you, so you should not see the message. However, you should perform a make clean to ensure the list of objects files is accurate after a reconfiguration.

Configure Options[edit]

OpenSSL has been around a long time, and it carries around a lot of cruft. For example, from above, SSLv2 is enabled by default. SSLv2 is completely broken, and you should disable it during configuration. You can disable protocols and provide other options through Configure and config, and the following lists some of them.

Note: if you specify a non-existent option, then the configure scripts will proceed without warning. For example, if you inadvertently specify no-sslv2 rather than no-ssl2 no-ssl3, the script will configure with SSLv2 and without warning for the unknown no-sslv2.

Note: when building a shared object, both the static archive and shared objects are built. You do not need to do anything special to build both when shared is specified.

Note: on older OSes, like CentOS 5, BSD 5, and Windows XP or Vista, you will need to configure with no-async when building OpenSSL 1.1.0 and above. The configuration system does not detect lack of the Posix feature on the platforms.

Note: you can verify compiler support for __uint128_t with the following:

# gcc -dM -E - </dev/null | grep __SIZEOF_INT128__  
#define __SIZEOF_INT128__ 16

PREFIX and OPENSSLDIR[edit]

—prefix and —openssldir control the configuration of installed components. The behavior and interactions of —prefix and —openssldir are slightly different between OpenSSL 1.0.2 and below, and OpenSSL 1.1.0 and above.

The rule of thumb to use when you want something that «just works» for all recent versions of OpenSSL, including OpenSSL 1.0.2 and 1.1.0, is:

• specify both —prefix and —openssldir
• set —prefix and —openssldir to the same location

One word of caution is avoid —prefix=/usr when OpenSSL versions are not binary compatible. You will replace the distro’s version of OpenSSL with your version of OpenSSL. It will most likely break everything, including the package management system.

OpenSSL 1.0.2 and below

It is usually not necessary to specify —prefix. If —prefix is not specified, then —openssldir is used. However, specifying only —prefix may result in broken builds because the 1.0.2 build system attempts to build in a FIPS configuration.

You can omit If —prefix and use —openssldir. In this case, the paths for —openssldir will be used during configuration. If —openssldir is not specified, the the default /usr/local/ssl is used.

The takeaway is /usr/local/ssl is used by default, and it can be overridden with —openssldir. The rule of thumb applies for path overrides: specify both —prefix and —openssldir.

OpenSSL 1.1.0 and above

OpenSSL 1.1.0 changed the behavior of install rules. You should specify both —prefix and —openssldir to ensure make install works as expected.

The takeaway is /usr/local/ssl is used by default, and it can be overridden with both —prefix and —openssldir. The rule of thumb applies for path overrides: specify both —prefix and —openssldir.

Debug Configuration[edit]

From the list above, it’s possible to quickly configure a «debug» build with ./config -d. However, you can often get into a more amicable state without the Electric Fence dependency by issuing:

$ ./config no-asm -g3 -O0 -fno-omit-frame-pointer -fno-inline-functions
Operating system: x86_64-whatever-linux2
Configuring for linux-x86_64
Configuring OpenSSL version 1.1.0-pre5-dev (0x0x10100005L)
    no-asm          [option]   OPENSSL_NO_ASM
    ...
Configuring for linux-x86_64
IsMK1MF       =no
CC            =gcc
CFLAG         =-Wall -O3 -pthread -m64 -DL_ENDIAN  -g3 -O0 -fno-omit-frame-pointer
...

Don’t be alarmed about both -O3 and -O0. The last setting «sticks», and that’s the -O0.

If you are working in Visual Studio and you can’t step into library calls, then see Step into not working, but can force stepping after some asm steps on Stack Overflow.

Modifying Build Settings[edit]

Sometimes you need to work around OpenSSL’s selections for building the library. For example, you might want to use -Os for a mobile device (rather than -O3), or you might want to use the clang compiler (rather than gcc).

In case like these, its’ often easier to modify Configure and Makefile.org rather than trying to add targets to the configure scripts. Below is a patch that modifies Configure and Makefile.org for use under the iOS 7.0 SDK (which lacks gcc in /Applications/Xcode.app/Contents/Developer/Toolchains/XcodeDefault.xctoolchain/usr/bin/):

• Modifies Configure to use clang
• Modifies Makefile.org to use clang
• Modifies CFLAG to use -Os
• Modifies MAKEDEPPROG to use $(CC) -M

Setting and resetting of LANG is required on Mac OSX to work around a sed bug or limitation.

OLD_LANG=$LANG
unset LANG

sed -i "" 's|"iphoneos-cross","llvm-gcc:-O3|"iphoneos-cross","clang:-Os|g' Configure
sed -i "" 's/CC= cc/CC= clang/g' Makefile.org
sed -i "" 's/CFLAG= -O/CFLAG= -Os/g' Makefile.org
sed -i "" 's/MAKEDEPPROG=makedepend/MAKEDEPPROG=$(CC) -M/g' Makefile.org

export LANG=$OLD_LANG

After modification, be sure to dclean and configure again so the new settings are picked up:

make dclean

./config
make depend
make all
...

Using RPATHs[edit]

RPATH’s are supported by default on the BSD platforms, but not others. If you are working on Linux and compatibles, then you have to manually add an RPATH. One of the easiest ways to add a RPATH is to configure with it as shown below.

./config -Wl,-rpath=/usr/local/ssl/lib

For modern Linux you should also use -Wl,—enable-new-dtags. The linker option sets a RUNPATH as opposed to a RPATH. A RUNPATH allows library path overrides at runtime, while a RPATH does not.

./config -Wl,-rpath=/usr/local/ssl/lib -Wl,--enable-new-dtags

Note well: you should use a RPATH or RUNPATH when building both OpenSSL and your program. If you don’t add a RPATH or RUNPATH to both, then your program could runtime-link to the wrong version of OpenSSL. Linking against random versions of a security library is not a good idea.

You can also add an RPATH or RUNPATH by hard coding the RPATH into a configure line. For example, on Debian x86_64 open the file Configure in an editor, copy linux-x86_64, name it linux-x86_64-rpath, and make the following change to add the -rpath option. Notice the addition of -Wl,-rpath=… in two places.

"linux-x86_64-rpath", "gcc:-m64 -DL_ENDIAN -O3 -Wall -Wl,-rpath=/usr/local/ssl/lib::
  -D_REENTRANT::-Wl,-rpath=/usr/local/ssl/lib -ldl:SIXTY_FOUR_BIT_LONG RC4_CHUNK DES_INT DES_UNROLL:
  ${x86_64_asm}:elf:dlfcn:linux-shared:-fPIC:-m64:.so.$(SHLIB_MAJOR).$(SHLIB_MINOR):::64",

Above, fields 2 and 6 were changed. They correspond to $cflag and $ldflag in OpenSSL’s builds system.

Then, Configure with the new configuration:

$ ./Configure linux-x86_64-rpath shared no-ssl2 no-ssl3 no-comp 
    --openssldir=/usr/local/ssl enable-ec_nistp_64_gcc_128

Finally, after make, verify the settings stuck:

$ readelf -d ./libssl.so | grep -i -E 'rpath|runpath'
0x000000000000000f (RPATH)              Library rpath: [/usr/local/ssl/lib]
$ readelf -d ./libcrypto.so | grep -i rpath
0x000000000000000f (RPATH)              Library rpath: [/usr/local/ssl/lib]
$ readelf -d ./apps/openssl | grep -i rpath 
0x000000000000000f (RPATH)              Library rpath: [/usr/local/ssl/lib]

Once you perform make install, then ldd will produce expected results:

$ ldd /usr/local/ssl/lib/libssl.so
linux-vdso.so.1 =>  (0x00007ffceff6c000)
 ibcrypto.so.1.0.0 => /usr/local/ssl/lib/libcrypto.so.1.0.0 (0x00007ff5eff96000)
...
    
$ ldd /usr/local/ssl/bin/openssl 
linux-vdso.so.1 =>  (0x00007ffc30d3a000)
libssl.so.1.0.0 => /usr/local/ssl/lib/libssl.so.1.0.0 (0x00007f9e8372e000)
libcrypto.so.1.0.0 => /usr/local/ssl/lib/libcrypto.so.1.0.0 (0x00007f9e832c0000)
...

FIPS Capable Library[edit]

If you want to use FIPS validated cryptography, you download, build and install the FIPS Object Module (openssl-fips-2.0.5.tar.gz) according to the FIPS User Guide 2.0 and FIPS 140-2 Security Policy. You then download, build and install the FIPS Capable Library (openssl-1.0.1e.tar.gz).

When configuring the FIPS Capable Library, you must use fips as an option:

./config fips <other options ...>

If you are configuring the FIPS Capable Library with only prime curves (openssl-fips-ecp-2.0.5.tar.gz), then you must configure with no-ec2m:

./config fips no-ec2m <other options ...>

Compile Time Checking[edit]

If you disable an option during configure, you can check if it’s available through OPENSSL_NO_* defines. OpenSSL writes the configure options to <openssl/opensslconf.h>. For example, if you want to know if SSLv3 is available, then you would perform the following in your code:

#include <openssl/opensslconf.h>
...

#if !defined(OPENSSL_NO_SSL3)
  /* SSLv3 is available */
#endif

Compilation[edit]

After configuring the library, you should run make. If prompted, there’s usually no need to make depend since you are building from a clean download.

Quick[edit]

./config <options ...> --openssldir=/usr/local/ssl
make
make test
sudo make install

Various options can be found examining the Configure file (there is a well commented block at its top). OpenSSL ships with SSLv2, SSLv3 and Compression enabled by default (see my $disabled), so you might want to use no-ssl2 no-ssl3, no-ssl3, and no-comp.

Platfom specific[edit]

Linux[edit]

Intel[edit]

ARM[edit]

X32 (ILP32)[edit]

X32 uses the 32-bit data model (ILP32) on x86_64/amd64. To properly configure for X32 under current OpenSSL distributions, you must use Configure and use the x32 triplet:

# ./Configure LIST | grep x32
linux-x32
...

Then:

# ./Configure linux-x32      
Configuring OpenSSL version 1.1.0-pre6-dev (0x0x10100006L)
    no-asan         [default]  OPENSSL_NO_ASAN (skip dir)
    ...
Configuring for linux-x32
CC            =gcc
CFLAG         =-Wall -O3 -pthread -mx32 -DL_ENDIAN 
SHARED_CFLAG  =-fPIC
...

If using an amd64-compatible processor and GCC with that supports __uint128_t, then you usually add enable-ec_nistp_64_gcc_128 in addition to your other flags.

Windows[edit]

3noch wrote a VERY good guide in 2012 here (PLEASE NOTE: the guide was written in 2012 and is no longer available at the original location; the link now points to an archived version at the Internet Archive Wayback Machine).

Like he said in his article, make absolutely sure to create separate directories for 32 and 64 bit versions.

W32 / Windows NT — Windows 9x[edit]

type INSTALL.W32

• you need Perl for Win32. Unless you will build on Cygwin, you will need ActiveState Perl, available from http://www.activestate.com/ActivePerl.
• one of the following C compilers:
  • Visual C++
  • Borland C
  • GNU C (Cygwin or MinGW)
• Netwide Assembler, a.k.a. NASM, available from http://nasm.sourceforge.net/ is required if you intend to utilize assembler modules. Note that NASM is now the only supported assembler.

W64[edit]

Read first the INSTALL.W64 documentation note containing some specific 64bits information.
See also INSTALL.W32 that still provides additonnal build information common to both the 64 and 32 bit versions.

You may be surprised: the 64bit artefacts are indeed output in the out32* sub-directories and bear names ending *32.dll. Fact is the 64 bit compile target is so far an incremental change over the legacy 32bit windows target. Numerous compile flags are still labelled «32» although those do apply to both 32 and 64bit targets.

The important pre-requisites are to have PERL available (for essential file processing so as to prepare sources and scripts for the target OS) and of course a C compiler like Microsoft Visual Studio for C/C++. Also note the procedure changed at OpenSSL 1.1.0 and is more streamlined. Also see Why there is no msdo_ms.bat after perl Configure VC-WIN64A on Stack Overflow.

OpenSSL 1.1.0[edit]

For OpenSSL 1.1.0 and above perform these steps:

1. Ensure you have perl installed on your machine (e.g. ActiveState or Strawberry), and available on your %PATH%
2. Ensure you have NASM installed on your machine, and available on your %PATH%
3. Extract the source files to your folder, here cd c:myPathopenssl
4. Launch Visual Studio tool x64 Cross Tools Command prompt
5. Goto your defined folder cd c:myPathopenssl
6. Configure for the target OS with perl Configure VC-WIN64A or other configurations to be found in the INSTALL file (e.g. UNIX targets).
   1. For instance: perl Configure VC-WIN64A.
7. (Optional) In case you compiled before on 32 or 64-bits, make sure you run nmake clean to prevent trouble across 32 and 64-bits which share output folder.
8. Now build with: nmake
9. Output can be found in the root of your folder as libcrypto-1_1x64.dll and libssl-1_1-x64.dll (with all the build additionals such as .pdb .lik or static .lib). You may check this is true 64bit code using the Visual Studio tool ‘dumpbin’. For instance dumpbin /headers libcrypto-1_1x64.dll | more, and look at the FILE HEADER section.
10. Test the code using the ‘test’ make target, by running nmake test.
11. Reminder, clean your code to prevent issues the next time you compile for a different target. See step 7.

Windows CE[edit]

Not specified

OpenSSL 1.0.2[edit]

For OpenSSL 1.0.2 and earlier the procedure is as follows.

1. Ensure you have perl installed on your machine (e.g. ActiveState or Strawberry), and available on your %PATH%
2. Ensure you have NASM installed on your machine, and available on your %PATH%
3. launch a Visual Studio tool x64 Cross Tools Command prompt
4. change to the directory where you have copied openssl sources cd c:myPathopenssl
5. configure for the target OS with the command perl Configure VC-WIN64A. You may also be interested to set more configuration options as documented in the general INSTALL note (for UNIX targets). For instance: perl Configure VC-WIN64A.
6. prepare the target environment with the command: msdo_win64a
7. ensure you start afresh and notably without linkable products from a previous 32bit compile (as 32 and 64 bits compiling still share common directories) with the command: nmake -f msntdll.mak clean for the DLL target and nmake -f msnt.mak clean for static libraries.
8. build the code with: nmake -f msntdll.mak (respectively nmake -f msnt.mak )
9. the artefacts will be found in sub directories out32dll and out32dll.dbg (respectively out32 and out32.dbg for static libraries). The libcrypto and ssl libraries are still named libeay32.lib and ssleay32.lib, and associated includes in inc32 ! You may check this is true 64bit code using the Visual Studio tool ‘dumpbin’. For instance dumpbin /headers out32dll/libeay32.lib | more, and look at the FILE HEADER section.
10. test the code using the various *test.exe programs in out32dll. Use the ‘test’ make target to run all tests as in nmake -f msntdll.mak test
11. we recommend that you move/copy needed includes and libraries from the «32» directories under a new explicit directory tree for 64bit applications from where you will import and link your target applications, similar to that explained in INSTALL.W32.

Windows CE[edit]

OS X[edit]

The earlier discussion presented a lot of information (and some of it had OS X information). Here are the TLDR versions to configure, build and install the library.

If configuring for 64-bit OS X, then use a command similar to:

./Configure darwin64-x86_64-cc shared enable-ec_nistp_64_gcc_128 no-ssl2 no-ssl3 no-comp --openssldir=/usr/local/ssl/macos-x86_64
make depend
sudo make install

If configuring for 32-bit OS X, then use a command similar to:

./Configure darwin-i386-cc shared no-ssl2 no-ssl3 no-comp --openssldir=/usr/local/ssl/macosx-i386
make depend
sudo make install

If you want to build a multiarch OpenSSL library, then see this answer on Stack Overflow: Build Multiarch OpenSSL on OS X.

iOS[edit]

The following builds OpenSSL for iOS using the iPhoneOS SDK. The configuration avoids the dynamic library the DSO interface and engines.

If you run make install, then the headers will be installed in /usr/local/openssl-ios/include and libraries will be installed in /usr/local/openssl-ios/lib.

32-bit[edit]

For OpenSSL 1.1.0 and above, a 32-bit iOS cross-compiles uses the ios-cross target, and options similar to —prefix=/usr/local/openssl-ios.

$ export CC=clang;
$ export CROSS_TOP=/Applications/Xcode.app/Contents/Developer/Platforms/iPhoneOS.platform/Developer
$ export CROSS_SDK=iPhoneOS.sdk
$ export PATH="/Applications/Xcode.app/Contents/Developer/Toolchains/XcodeDefault.xctoolchain/usr/bin:$PATH"

$ ./Configure ios-cross no-shared no-dso no-hw no-engine --prefix=/usr/local/openssl-ios

Configuring OpenSSL version 1.1.1-dev (0x10101000L)
    no-afalgeng     [forced]   OPENSSL_NO_AFALGENG
    no-asan         [default]  OPENSSL_NO_ASAN
    no-dso          [option]
    no-dynamic-engine [forced]
    ...
    no-weak-ssl-ciphers [default]  OPENSSL_NO_WEAK_SSL_CIPHERS
    no-zlib         [default]
    no-zlib-dynamic [default]
Configuring for ios-cross

PERL          =perl
PERLVERSION   =5.16.2 for darwin-thread-multi-2level
HASHBANGPERL  =/usr/bin/env perl
CC            =clang
CFLAG         =-O3 -D_REENTRANT -arch armv7 -mios-version-min=6.0.0 -isysroot $(CROSS_TOP)/SDKs/$(CROSS_SDK) -fno-common
CXX           =c++
CXXFLAG       =-O3 -D_REENTRANT -arch armv7 -mios-version-min=6.0.0 -isysroot $(CROSS_TOP)/SDKs/$(CROSS_SDK) -fno-common
DEFINES       =NDEBUG OPENSSL_THREADS OPENSSL_NO_DYNAMIC_ENGINE OPENSSL_PIC OPENSSL_BN_ASM_MONT OPENSSL_BN_ASM_GF2m SHA1_ASM SHA256_ASM SHA512_ASM AES_ASM BSAES_ASM GHASH_ASM ECP_NISTZ256_ASM POLY1305_ASM
...

If you are working with OpenSSL 1.0.2 or below, then use the iphoneos-cross target.

$ export CC=clang;
$ export CROSS_TOP=/Applications/Xcode.app/Contents/Developer/Platforms/iPhoneOS.platform/Developer
$ export CROSS_SDK=iPhoneOS.sdk
$ export PATH="/Applications/Xcode.app/Contents/Developer/Toolchains/XcodeDefault.xctoolchain/usr/bin:$PATH"

$ ./Configure iphoneos-cross no-shared no-dso no-hw no-engine --prefix=/usr/local/openssl-ios
Configuring for iphoneos-cross
    no-dso          [option]
    no-engine       [option]   OPENSSL_NO_ENGINE (skip dir)
    no-gmp          [default]  OPENSSL_NO_GMP (skip dir)
    no-hw           [option]   OPENSSL_NO_HW
    ...
    no-weak-ssl-ciphers [default]  OPENSSL_NO_WEAK_SSL_CIPHERS (skip dir)
    no-zlib         [default]
    no-zlib-dynamic [default]
IsMK1MF=0
CC            =clang
CFLAG         =-DOPENSSL_THREADS -D_REENTRANT -O3 -isysroot $(CROSS_TOP)/SDKs/$(CROSS_SDK) -fomit-frame-pointer -fno-common
...

64-bit[edit]

For OpenSSL 1.1.0 , a 64-bit iOS cross-compiles uses the ios64-cross target, and —prefix=/usr/local/openssl-ios64. ios64-cross. There is no built-in 64-bit iOS support for OpenSSL 1.0.2 or below.

$ export CC=clang;
$ export CROSS_TOP=/Applications/Xcode.app/Contents/Developer/Platforms/iPhoneOS.platform/Developer
$ export CROSS_SDK=iPhoneOS.sdk
$ export PATH="/Applications/Xcode.app/Contents/Developer/Toolchains/XcodeDefault.xctoolchain/usr/bin:$PATH"

$ ./Configure ios64-cross no-shared no-dso no-hw no-engine --prefix=/usr/local/openssl-ios64

Configuring OpenSSL version 1.1.1-dev (0x10101000L)
    no-afalgeng     [forced]   OPENSSL_NO_AFALGENG
    no-asan         [default]  OPENSSL_NO_ASAN
    no-dso          [option]
    no-dynamic-engine [forced]
    ...
    no-weak-ssl-ciphers [default]  OPENSSL_NO_WEAK_SSL_CIPHERS
    no-zlib         [default]
    no-zlib-dynamic [default]
Configuring for ios64-cross

PERL          =perl
PERLVERSION   =5.16.2 for darwin-thread-multi-2level
HASHBANGPERL  =/usr/bin/env perl
CC            =clang
CFLAG         =-O3 -D_REENTRANT -arch arm64 -mios-version-min=7.0.0 -isysroot $(CROSS_TOP)/SDKs/$(CROSS_SDK) -fno-common
CXX           =c++
CXXFLAG       =-O3 -D_REENTRANT -arch arm64 -mios-version-min=7.0.0 -isysroot $(CROSS_TOP)/SDKs/$(CROSS_SDK) -fno-common
DEFINES       =NDEBUG OPENSSL_THREADS OPENSSL_NO_DYNAMIC_ENGINE OPENSSL_PIC OPENSSL_BN_ASM_MONT SHA1_ASM SHA256_ASM SHA512_ASM VPAES_ASM ECP_NISTZ256_ASM POLY1305_ASM
...

Android[edit]

Visit Android and FIPS Library and Android.

More[edit]

VAX/VMS[edit]

I you wonder what are files ending with .com like test/testca.com those are VAX/VMX scripts.
This code is still maintained.

OS/2[edit]

NetWare[edit]

5.x 6.x

HP-UX[edit]

HP-UX Itanium FIPS and OpenSSL build

Autoconf[edit]

OpenSSL uses its own configuration system, and does not use Autoconf. However, a number of popular projects use both OpenSSL and Autoconf, and it would be useful to detect either OPENSSL_init_ssl or SSL_library_init from libssl. To craft a feature test for OpenSSL that recognizes both OPENSSL_init_ssl and SSL_library_init, you can use the following.

if test "$with_openssl" = yes ; then
  dnl Order matters!
  if test "$PORTNAME" != "win32"; then
     AC_CHECK_LIB(crypto, CRYPTO_new_ex_data, [], [AC_MSG_ERROR([library 'crypto' is required for OpenSSL])])
     FOUND_SSL_LIB="no"
     AC_CHECK_LIB(ssl, OPENSSL_init_ssl, [FOUND_SSL_LIB="yes"])
     AC_CHECK_LIB(ssl, SSL_library_init, [FOUND_SSL_LIB="yes"])
     AS_IF([test "x$FOUND_SSL_LIB" = xno], [AC_MSG_ERROR([library 'ssl' is required for OpenSSL])])
  else
     AC_SEARCH_LIBS(CRYPTO_new_ex_data, eay32 crypto, [], [AC_MSG_ERROR([library 'eay32' or 'crypto' is required for OpenSSL])])
     FOUND_SSL_LIB="no"
     AC_SEARCH_LIBS(OPENSSL_init_ssl, ssleay32 ssl, [FOUND_SSL_LIB="yes"])
     AC_SEARCH_LIBS(SSL_library_init, ssleay32 ssl, [FOUND_SSL_LIB="yes"])
     AS_IF([test "x$FOUND_SSL_LIB" = xno], [AC_MSG_ERROR([library 'ssleay32' or 'ssl' is required for OpenSSL])])
  fi
fi

Many thanks to the Postgres folks for donating part of their configure.in. Also see How to tell Autoconf “require symbol A or B” from LIB? on Stack Overflow.

В эпоху кибервойн единственная разумная позиция – быть параноиком, а это означает, помимо прочего, быть параноиком по поводу обновлений программного обеспечения.

Взять к примеру OpenSSL.

Эта криптографическая библиотека с открытым исходным кодом, которая реализует протоколы Transport Layer Security (TLS) и Secure Sockets Layer (SSL), разработана для «защиты связи по компьютерным сетям от перехвата», но угадайте, что?

С самого начала она была пронизана ошибками.

Это может быть неизбежно, в определенной степени – в конце концов, мы говорим о программном обеспечении.

Несмотря на то, что вы не можете ничего сделать с ошибками, которые еще предстоит идентифицировать, вы можете по крайней мере защитить свои системы от тех ошибок, которые уже исправлены и задокументированы.

Жаль, что официальный сайт OpenSSL предлагает только исходники для Linux.

Хотя дистрибутивы Linux обычно поставляются с OpenSSL, это не никак относится к Windows … или, скажем, «дистрибутивам Windows».

Если вы хотите запустить его, вам нужен бинарник под Windows, и если вы не хотите его собирать самостоятельно, вы должны найти другой вариант.

В этой статье я покажу,как можно настроить OpenSSL в Windows, не имея дело при этом дела со сборкой из исходников.

Шаг 1. Скачать бинарник

Поиск бинарных файлов OpenSSL для Windows – непростая задача, но не отчаивайтесь.

Они существуют.

Чтобы загрузить нужный, перейдите по ссылке:

https://slproweb.com/products/Win32OpenSSL.html

Не дайте себя одурачить ни строкой Win32 в URL-адресе, ни навигацией, указывающей на казалось бы древнюю страницу загрузки еще с 2004 года.

Прокрутите страницу вниз до раздела «Download Win32 OpenSSL».

Теперь вам нужно выбрать правильный файл из этого списка.

Для каждой версии есть два основных типа: light и full.

Загрузите файл под названием «Win64 OpenSSL v1.1.0f» (или версию с более новой версией, как только она станет доступна), чтобы скачать фулл установщик.

Шаг 2. Запустите установщик

Мы рекомендуем установить OpenSSL вне вашей системной директории Windows.

Следуйте инструкциям по установке через GUI.

Шаг 3. Запустите бинарный файл OpenSSL

Чтобы начать работу с OpenSSL, вы можете просто щелкнуть по нему правой кнопкой мыши в проводнике Windows в месте его установки, например в моем случае:

C:OpenSSL-Win64bin

openssl req -newkey rsa:2048 -nodes -keyout key.pem -x509 -days 365 -out certificate.pem

openssl x509 -text -noout -in certificate.pem