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Requirements for (Perfect) Forward Secrecy on Exchange 2010?

Posted on 2014-10-08
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Last Modified: 2014-10-20
One of our customers is required to use Perfect Forward Secrecy for his mail server.

What are the requirements to use PFS on SBS2011(based on 2008R2)/Exchange for SMTP?

OWA/Outlook Anywhere/Acitve Sync are not the priority, but it would be nice to cover that too. At least it shouldn't break these features.

Do they need a certificate from a public CA or is a private CA enough? Are there special requirements the certificate has to meet?

What changes are needed in SBS2011 and/or Exchange and/or IIS to use Perfect Forward Secrecy for SMTP?
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Question by:exexc
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David Johnson, CD, MVP earned 500 total points
Comment Utility
the changes are in SSL settings where you have to set the cipher suites
here is a powershell script to do it for you:
# Copyright 2014, Alexander Hass
# http://www.hass.de/content/setup-your-iis-ssl-perfect-forward-secrecy-and-tls-12
 
# Add and Enable SSL 3.0 for client and server SCHANNEL communications
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\SSL 3.0' -Force
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\SSL 3.0\Server' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\SSL 3.0\Server' -name 'Enabled' -value '0xffffffff' -PropertyType 'DWord' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\SSL 3.0\Server' -name 'DisabledByDefault' -value 0 -PropertyType 'DWord' -Force
 
# Add and Enable TLS 1.0 for client and server SCHANNEL communications
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.0' -Force
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.0\Server' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.0\Server' -name 'Enabled' -value '0xffffffff' -PropertyType 'DWord' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.0\Server' -name 'DisabledByDefault' -value 0 -PropertyType 'DWord' -Force
 
# Add and Enable TLS 1.1 for client and server SCHANNEL communications
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.1' -Force
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.1\Server' -Force
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.1\Client' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.1\Server' -name 'Enabled' -value '0xffffffff' -PropertyType 'DWord' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.1\Server' -name 'DisabledByDefault' -value 0 -PropertyType 'DWord' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.1\Client' -name 'Enabled' -value 1 -PropertyType 'DWord' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.1\Client' -name 'DisabledByDefault' -value 0 -PropertyType 'DWord' -Force
 
# Add and Enable TLS 1.2 for client and server SCHANNEL communications
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.2' -Force
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.2\Server' -Force
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.2\Client' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.2\Server' -name 'Enabled' -value '0xffffffff' -PropertyType 'DWord' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.2\Server' -name 'DisabledByDefault' -value 0 -PropertyType 'DWord' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.2\Client' -name 'Enabled' -value 1 -PropertyType 'DWord' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\TLS 1.2\Client' -name 'DisabledByDefault' -value 0 -PropertyType 'DWord' -Force
 
# Disable Multi-Protocol Unified Hello
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\Multi-Protocol Unified Hello\Server' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\Multi-Protocol Unified Hello\Server' -name Enabled -value 0 -PropertyType 'DWord' -Force
 
# Disable PCT 1.0
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\PCT 1.0' -Force
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\PCT 1.0\Server' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\PCT 1.0\Server' -name Enabled -value 0 -PropertyType 'DWord' -Force
 
# Disable SSL 2.0 (PCI Compliance)
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\SSL 2.0\Server' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\SSL 2.0\Server' -name Enabled -value 0 -PropertyType 'DWord' -Force
 
# WARNING: If you disable SSL 3.0 the you may lock out some people still using
# Windows XP with IE6/7. Without SSL 3.0 enabled, there is no protocol available
# for these people to fall back. Safer shopping certifications may require that
# you disable SSLv3. I suspect in mid 2015 this can safely disabled.
#
# Disable SSL 3.0 (PCI Compliance)
#md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\SSL 3.0\Server' -Force
#New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Protocols\SSL 3.0\Server' -name Enabled -value 0 -PropertyType 'DWord' -Force
 
# Disable insecure ciphers
$insecureCiphers = 'NULL','RC2 40/128','RC2 56/128','RC2 128/128','RC4 40/128','RC4 56/128','RC4 64/128','DES 56/56'
Foreach ($insecureCipher in $insecureCiphers) {
  $key = (Get-Item HKLM:\).OpenSubKey('SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Ciphers', $true).CreateSubKey($insecureCipher)
  $key.SetValue('Enabled', 0, 'DWord')
  $key.close()
  Write-Host "$insecureCipher has been disabled"
}
 
# Enable new secure ciphers
$secureCiphers = 'RC4 128/128','Triple DES 168/168','AES 128/128','AES 256/256'
Foreach ($secureCipher in $secureCiphers) {
  $key = (Get-Item HKLM:\).OpenSubKey('SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Ciphers', $true).CreateSubKey($secureCipher)
  New-ItemProperty -path "HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Ciphers\$secureCipher" -name 'Enabled' -value '0xffffffff' -PropertyType 'DWord' -Force
  $key.close()
  Write-Host "$secureCipher has been enabled"
}
 
# Set hashes configuration
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Hashes\MD5' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Hashes\MD5' -name Enabled -value '0xffffffff' -PropertyType 'DWord' -Force
 
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Hashes\SHA' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\Hashes\SHA' -name Enabled -value '0xffffffff' -PropertyType 'DWord' -Force
 
# Set KeyExchangeAlgorithms configuration
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\KeyExchangeAlgorithms\Diffie-Hellman' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\KeyExchangeAlgorithms\Diffie-Hellman' -name Enabled -value '0xffffffff' -PropertyType 'DWord' -Force
 
md 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\KeyExchangeAlgorithms\PKCS' -Force
New-ItemProperty -path 'HKLM:\SYSTEM\CurrentControlSet\Control\SecurityProviders\SCHANNEL\KeyExchangeAlgorithms\PKCS' -name Enabled -value '0xffffffff' -PropertyType 'DWord' -Force
 
# Set cipher suites order as secure as possible (Enables Perfect Forward Secrecy)
New-ItemProperty -path 'HKLM:\SOFTWARE\Policies\Microsoft\Cryptography\Configuration\SSL\00010002' -name 'Functions' -value 'TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA384_P521,TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA384_P384,TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA384_P256,TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA_P521,TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA_P384,TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA_P256,TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA256_P521,TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA_P521,TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA256_P384,TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA256_P256,TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA_P384,TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA_P256,TLS_ECDHE_ECDSA_WITH_AES_256_GCM_SHA384_P521,TLS_ECDHE_ECDSA_WITH_AES_256_GCM_SHA384_P384,TLS_ECDHE_ECDSA_WITH_AES_128_GCM_SHA256_P521,TLS_ECDHE_ECDSA_WITH_AES_128_GCM_SHA256_P384,TLS_ECDHE_ECDSA_WITH_AES_128_GCM_SHA256_P256,TLS_ECDHE_ECDSA_WITH_AES_256_CBC_SHA384_P521,TLS_ECDHE_ECDSA_WITH_AES_256_CBC_SHA384_P384,TLS_ECDHE_ECDSA_WITH_AES_256_CBC_SHA_P521,TLS_ECDHE_ECDSA_WITH_AES_256_CBC_SHA_P384,TLS_ECDHE_ECDSA_WITH_AES_256_CBC_SHA_P256,TLS_ECDHE_ECDSA_WITH_AES_128_CBC_SHA256_P521,TLS_ECDHE_ECDSA_WITH_AES_128_CBC_SHA256_P384,TLS_ECDHE_ECDSA_WITH_AES_128_CBC_SHA256_P256,TLS_ECDHE_ECDSA_WITH_AES_128_CBC_SHA_P521,TLS_ECDHE_ECDSA_WITH_AES_128_CBC_SHA_P384,TLS_ECDHE_ECDSA_WITH_AES_128_CBC_SHA_P256,TLS_DHE_DSS_WITH_AES_256_CBC_SHA256,TLS_DHE_DSS_WITH_AES_256_CBC_SHA,TLS_DHE_DSS_WITH_AES_128_CBC_SHA256,TLS_DHE_DSS_WITH_AES_128_CBC_SHA,TLS_DHE_DSS_WITH_3DES_EDE_CBC_SHA,TLS_RSA_WITH_AES_256_CBC_SHA256,TLS_RSA_WITH_AES_256_CBC_SHA,TLS_RSA_WITH_AES_128_CBC_SHA256,TLS_RSA_WITH_AES_128_CBC_SHA,TLS_RSA_WITH_RC4_128_SHA,TLS_RSA_WITH_3DES_EDE_CBC_SHA' -PropertyType 'String' -Force
 
 
Write-Host 'After the system has been rebooted you can verify your server configuration at https://www.ssllabs.com/ssltest/'
Write-Host -ForegroundColor Red 'A computer restart is required to apply settings. Restart computer now?'
Restart-Computer -Force -Confirm

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Author Comment

by:exexc
Comment Utility
Thank you for the script.

I have some more questions before I try that in a productive system:

Will these changes have a negative effect or require additional changes to IIS/OWA/Active Sync/Outlook Anywhere?

Is there a way to check the results for SMTP connections? I found a solution using Linux/openssh to check the ciphers - is there any way to do it with Windows? The test from ssllabs.com is for HTTPS only and the test from ssl-tools.net says that PFS is already available (before I made any changes).

Are there any requirements regarding the certificate? Is the SHA1/RSA certificate we created with an internal CA good enough?
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Author Closing Comment

by:exexc
Comment Utility
After some more research I was able to successfully change the SSL settings. Everything is still working.

Thank you for the solution.
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