Kryptografie/SSH

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This section documents the Secure Shell (SSH) protocol. SSH is used to remotely manage computer systems, secururly transfer files over untrusted networks and to create "ad-hoc" virtual-private networks.

SSH is defined by the following Internet Standards (RFCs):

RFC Title Link
4251 The Secure Shell (SSH) Protocol Architecture https://tools.ietf.org/html/rfc4251
4252 The Secure Shell (SSH) Authentication Protocol https://tools.ietf.org/html/rfc4252
4253 The Secure Shell (SSH) Transport Layer Protocol https://tools.ietf.org/html/rfc4253
6668 SHA-2 Data Integrity Verification for the Secure Shell (SSH) Transport Layer Protocol https://tools.ietf.org/html/rfc6668
8268 More Modular Exponentiation (MODP) Diffie-Hellman (DH) Key Exchange (KEX) Groups for Secure Shell (SSH) https://tools.ietf.org/html/rfc8268
8308 Extension Negotiation in the Secure Shell (SSH) Protocol https://tools.ietf.org/html/rfc8308
8332 Use of RSA Keys with SHA-256 and SHA-512 in the Secure Shell (SSH) Protocol https://tools.ietf.org/html/rfc8332

OpenSSH

  • OpenSSH is the most popular implementation of the SSH protocol.
  • It is maintained by the OpenBSD project and portable versions are disitributed with many unix-like operating-systems and Windows Server.

Tested with Version

  • OpenSSH 6.6p1 (Gentoo)
  • OpenSSH 6.6p1-2 on Ubuntu 14.04.2 LTS
  • OpenSSH 7.2p2 on Ubuntu 16.04.3 LTS

Settings

Important OpenSSH 6.6 security settings
# Package generated configuration file
# See the sshd_config(5) manpage for details
# What ports, IPs and protocols we listen for
Port 22
# Use these options to restrict which interfaces/protocols sshd will bind to
#ListenAddress ::
#ListenAddress 0.0.0.0
Protocol 2
# HostKeys for protocol version 2
HostKey /etc/ssh/ssh_host_rsa_key
#HostKey /etc/ssh/ssh_host_dsa_key
#HostKey /etc/ssh/ssh_host_ecdsa_key
HostKey /etc/ssh/ssh_host_ed25519_key
#Privilege Separation is turned on for security
UsePrivilegeSeparation yes
# Lifetime and size of ephemeral version 1 server key
KeyRegenerationInterval 3600
ServerKeyBits 1024
# Logging
SyslogFacility AUTH
LogLevel INFO
# Authentication:
LoginGraceTime 120
PermitRootLogin no # or 'without-password' to allow SSH key based login
StrictModes yes
RSAAuthentication yes
PubkeyAuthentication yes
#AuthorizedKeysFile     %h/.ssh/authorized_keys
# Don't read the user's ~/.rhosts and ~/.shosts files
IgnoreRhosts yes
# For this to work you will also need host keys in /etc/ssh_known_hosts
RhostsRSAAuthentication no
# similar for protocol version 2
HostbasedAuthentication no
# Uncomment if you don't trust ~/.ssh/known_hosts for RhostsRSAAuthentication
#IgnoreUserKnownHosts yes
# To enable empty passwords, change to yes (NOT RECOMMENDED)
PermitEmptyPasswords no
# Change to yes to enable challenge-response passwords (beware issues with
# some PAM modules and threads)
ChallengeResponseAuthentication no
# Change to no to disable tunnelled clear text passwords
#PasswordAuthentication yes
# Kerberos options
#KerberosAuthentication no
#KerberosGetAFSToken no
#KerberosOrLocalPasswd yes
#KerberosTicketCleanup yes
# GSSAPI options
#GSSAPIAuthentication no
#GSSAPICleanupCredentials yes
# Cipher selection
Ciphers chacha20-poly1305@openssh.com,aes256-gcm@openssh.com,aes128-gcm@openssh.com,aes256-ctr,aes128-ctr
MACs hmac-sha2-512-etm@openssh.com,hmac-sha2-256-etm@openssh.com,umac-128-etm@openssh.com,hmac-sha2-512,hmac-sha2-256,hmac-ripemd160
KexAlgorithms curve25519-sha256@libssh.org,diffie-hellman-group-exchange-sha256,diffie-hellman-group14-sha1,diffie-hellman-group-exchange-sha1
X11Forwarding yes
X11DisplayOffset 10
PrintMotd no
PrintLastLog yes
TCPKeepAlive yes
#UseLogin no
#MaxStartups 10:30:60
#Banner /etc/issue.net
# Allow client to pass locale environment variables
AcceptEnv LANG LC_*
Subsystem sftp /usr/lib/openssh/sftp-server
# Set this to 'yes' to enable PAM authentication, account processing,
# and session processing. If this is enabled, PAM authentication will
# be allowed through the ChallengeResponseAuthentication and
# PasswordAuthentication.  Depending on your PAM configuration,
# PAM authentication via ChallengeResponseAuthentication may bypass
# the setting of "PermitRootLogin without-password".
# If you just want the PAM account and session checks to run without
# PAM authentication, then enable this but set PasswordAuthentication
# and ChallengeResponseAuthentication to 'no'.
UsePAM yes
Curve25519

OpenSSH 6.6p1 now supports Curve25519.

Tested with Version

  • OpenSSH 6.5 (Debian Jessie)

Settings

Important OpenSSH 6.5 security settings
# Package generated configuration file
# See the sshd_config(5) manpage for details
# What ports, IPs and protocols we listen for
Port 22
# Use these options to restrict which interfaces/protocols sshd will bind to
#ListenAddress ::
#ListenAddress 0.0.0.0
Protocol 2
# HostKeys for protocol version 2
HostKey /etc/ssh/ssh_host_rsa_key
#HostKey /etc/ssh/ssh_host_dsa_key
#HostKey /etc/ssh/ssh_host_ecdsa_key
HostKey /etc/ssh/ssh_host_ed25519_key
#Privilege Separation is turned on for security
UsePrivilegeSeparation yes
# Lifetime and size of ephemeral version 1 server key
KeyRegenerationInterval 3600
ServerKeyBits 1024
# Logging
SyslogFacility AUTH
LogLevel INFO
# Authentication:
LoginGraceTime 120
PermitRootLogin no # or 'without-password' to allow SSH key based login
StrictModes yes
RSAAuthentication yes
PubkeyAuthentication yes
#AuthorizedKeysFile     %h/.ssh/authorized_keys
# Don't read the user's ~/.rhosts and ~/.shosts files
IgnoreRhosts yes
# For this to work you will also need host keys in /etc/ssh_known_hosts
RhostsRSAAuthentication no
# similar for protocol version 2
HostbasedAuthentication no
# Uncomment if you don't trust ~/.ssh/known_hosts for RhostsRSAAuthentication
#IgnoreUserKnownHosts yes
# To enable empty passwords, change to yes (NOT RECOMMENDED)
PermitEmptyPasswords no
# Change to yes to enable challenge-response passwords (beware issues with
# some PAM modules and threads)
ChallengeResponseAuthentication no
# Change to no to disable tunnelled clear text passwords
#PasswordAuthentication yes
# Kerberos options
#KerberosAuthentication no
#KerberosGetAFSToken no
#KerberosOrLocalPasswd yes
#KerberosTicketCleanup yes
# GSSAPI options
#GSSAPIAuthentication no
#GSSAPICleanupCredentials yes
# Cipher selection
Ciphers aes256-gcm@openssh.com,aes128-gcm@openssh.com,aes256-ctr,aes128-ctr
MACs hmac-sha2-512-etm@openssh.com,hmac-sha2-256-etm@openssh.com,umac-128-etm@openssh.com,hmac-sha2-512,hmac-sha2-256,hmac-ripemd160
KexAlgorithms diffie-hellman-group-exchange-sha256,diffie-hellman-group14-sha1,diffie-hellman-group-exchange-sha1
X11Forwarding yes
X11DisplayOffset 10
PrintMotd no
PrintLastLog yes
TCPKeepAlive yes
#UseLogin no
#MaxStartups 10:30:60
#Banner /etc/issue.net
# Allow client to pass locale environment variables
AcceptEnv LANG LC_*
Subsystem sftp /usr/lib/openssh/sftp-server
# Set this to 'yes' to enable PAM authentication, account processing,
# and session processing. If this is enabled, PAM authentication will
# be allowed through the ChallengeResponseAuthentication and
# PasswordAuthentication.  Depending on your PAM configuration,
# PAM authentication via ChallengeResponseAuthentication may bypass
# the setting of "PermitRootLogin without-password".
# If you just want the PAM account and session checks to run without
# PAM authentication, then enable this but set PasswordAuthentication
# and ChallengeResponseAuthentication to 'no'.
UsePAM yes

Tested with Version

  • OpenSSH 6.0p1 (Debian wheezy)

Settings

Important OpenSSH 6.0 security settings
# Package generated configuration file
# See the sshd_config(5) manpage for details
# What ports, IPs and protocols we listen for
Port 22
# Use these options to restrict which interfaces/protocols sshd will bind to
#ListenAddress ::
#ListenAddress 0.0.0.0
Protocol 2
# HostKeys for protocol version 2
HostKey /etc/ssh/ssh_host_rsa_key
#HostKey /etc/ssh/ssh_host_dsa_key
#HostKey /etc/ssh/ssh_host_ecdsa_key
#Privilege Separation is turned on for security
UsePrivilegeSeparation yes
# Lifetime and size of ephemeral version 1 server key
KeyRegenerationInterval 3600
ServerKeyBits 768
# Logging
SyslogFacility AUTH
LogLevel INFO
# Authentication:
LoginGraceTime 120
PermitRootLogin no # or 'without-password' to allow SSH key based login
StrictModes yes
RSAAuthentication yes
PubkeyAuthentication yes
#AuthorizedKeysFile     %h/.ssh/authorized_keys
# Don't read the user's ~/.rhosts and ~/.shosts files
IgnoreRhosts yes
# For this to work you will also need host keys in /etc/ssh_known_hosts
RhostsRSAAuthentication no
# similar for protocol version 2
HostbasedAuthentication no
# Uncomment if you don't trust ~/.ssh/known_hosts for RhostsRSAAuthentication
#IgnoreUserKnownHosts yes
# To enable empty passwords, change to yes (NOT RECOMMENDED)
PermitEmptyPasswords no
# Change to yes to enable challenge-response passwords (beware issues with
# some PAM modules and threads)
ChallengeResponseAuthentication no
# Change to no to disable tunnelled clear text passwords
#PasswordAuthentication yes
# Kerberos options
#KerberosAuthentication no
#KerberosGetAFSToken no
#KerberosOrLocalPasswd yes
#KerberosTicketCleanup yes
# GSSAPI options
#GSSAPIAuthentication no
#GSSAPICleanupCredentials yes
# Cipher selection
Ciphers aes256-ctr,aes128-ctr
MACs hmac-sha2-512,hmac-sha2-256,hmac-ripemd160
KexAlgorithms diffie-hellman-group-exchange-sha256,diffie-hellman-group14-sha1,diffie-hellman-group-exchange-sha1
X11Forwarding yes
X11DisplayOffset 10
PrintMotd no
PrintLastLog yes
TCPKeepAlive yes
#UseLogin no
#MaxStartups 10:30:60
#Banner /etc/issue.net
# Allow client to pass locale environment variables
AcceptEnv LANG LC_*
Subsystem sftp /usr/lib/openssh/sftp-server
# Set this to 'yes' to enable PAM authentication, account processing,
# and session processing. If this is enabled, PAM authentication will
# be allowed through the ChallengeResponseAuthentication and
# PasswordAuthentication.  Depending on your PAM configuration,
# PAM authentication via ChallengeResponseAuthentication may bypass
# the setting of "PermitRootLogin without-password".
# If you just want the PAM account and session checks to run without
# PAM authentication, then enable this but set PasswordAuthentication
# and ChallengeResponseAuthentication to 'no'.
UsePAM yes

Kompatibilität

  • Older Linux systems won’t support SHA2
  • PuTTY (Windows) does not support RIPE-MD160.
  • Curve25519, AES-GCM and UMAC are only available upstream (OpenSSH 6.6p1).
  • DSA host keys have been removed on purpose, the DSS standard does not support for DSA keys stronger than 1024bit [5] which is far below current standards (see section #section:keylengths).
  • Legacy systems can use this configuration and simply omit unsupported ciphers, key exchange algorithms and MACs.

References

The OpenSSH sshd_config — OpenSSH SSH daemon configuration file man page is the best reference:

How to test

Connect a client with verbose logging enabled to the SSH server $ ssh -vvv myserver.com and observe the key exchange in the output.

Cisco ASA

Tested with Versions

  • 9.1(3)

Settings

  • crypto key generate rsa modulus 2048
  • ssh version 2
  • ssh key-exchange group dh-group14-sha1


  • When the ASA is configured for SSH, by default both SSH versions 1 and 2 are allowed.
  • In addition to that, only a group1 DH-key-exchange is used.
  • This should be changed to allow only SSH version 2 and to use a key-exchange with group14.
  • The generated RSA key should be 2048 bit (the actual supported maximum).
  • A non-cryptographic best practice is to reconfigure the lines to only allow SSH-logins.

References

  1. CLI Book 1: Cisco ASA Series General Operations CLI Configuration Guide, 9.1

How to test

Connect a client with verbose logging enabled to the SSH server $ ssh -vvv myserver.com and observe the key exchange in the output.

Cisco IOS

Tested with Versions

Table 3. Tested Myservice Versions

Program Version OS/Distribution/Version Comment
15.0 IOS
15.1 IOS
15.2 IOS

Settings

crypto key generate rsa modulus 4096 label SSH-KEYS ip ssh rsa keypair-name SSH-KEYS ip ssh version 2 ip ssh dh min size 2048 line vty 0 15 transport input ssh

Same as with the ASA, also on IOS by default both SSH versions 1 and 2 are allowed and the DH-key-exchange only use a DH-group of 768 Bit. In IOS, a dedicated Key-pair can be bound to SSH to reduce the usage of individual keys-pairs. From IOS Version 15.0 onwards, 4096 Bit rsa keys are supported and should be used according to the paradigm "use longest supported key". Also, do not forget to disable telnet vty access.

References

Cisco SSH

This guide is a basic SSH reference for all routers and switches. Pleaes refer to the specific documentation of the device and IOS version that you are configuring.

How to test

Connect a client with verbose logging enabled to the SSH server 

$ ssh -vvv switch.example.net

and observe the key exchange in the output.

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