OpenSSH. 24th February ASBL CSRRT-LU (Computer Security Research and Response Team Luxembourg) 1 / 12
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1 OpenSSH ASBL CSRRT-LU (Computer Security Research and Response Team Luxembourg) 24th February / 12
2 SSH - History 1995 Tatu Ylonen releases ssh (Forms SSH Communications Security) 1997 IETF secsh working group formed - Work on SSH protocol v2 begun 1999 OpenSSH project started, based on open-source ssh-1.x code 2000 SSH protocol v2 support added to OpenSSH 2002 SSH support added to Solaris 9 (OpenSSH derived) SSH protocol v2 nears release as IETF RFC 2006 RFC released for SSH protocol v2 as secsh 2 / 12
3 SSH Operation and Protocol Runs on TCP port 22, initiated by client Client and server exchange banners at connect time: SSH-1.5-SoftwareName SSH protocol v.1 SSH-2.0-SoftwareName SSH protocol v.2 SSH-1.99-SoftwareName both protocols SoftwareName is the implementation name and version Usually used for backwards (bug) compatibility Server always has a public/private key pair Public key is sent during connection setup Server s public key is cached by client to detect MITM 3 / 12
4 SSH Protocol v1 SSH protocol v.1 is the original version released in the free ssh-1.x code by Tatu Ylonen Revised between 1995 and 1997 Final version of the protocol is officially 1.5 Never standardised Some desire to have it published as an informational RFC Monolithic protocol 4 / 12
5 SSH Protocol v2 Unlike the monolithic v1 protocol SSH v2 is several protocols Transport protocol Underlying protocol Handles encryption, compression, integrity Provides services based on text strings User Authentication protocol Responsible for authentication of user to server Supports various authentication methods Password, Public key, Challenge-response, Host based Connection protocol Interactive logins, Command execution, Port forwarding, X11 forwarding 5 / 12
6 SSH Protocol v2 - packet format 4 bytes Packet length 1 byte Padding length... Payload paddinglen Random padding... MAC[seqno, packet (sans MAC)] 6 / 12
7 SSH Protocol v2 - packet format Multiple MAC algorithms supported hmac-md5, hmac-sha1, truncated MACs, none Payload may optionally be compressed prior to MAC Packets are optionally encrypted with a symmetric cipher 3-des-cbc (MUST) blowfish-cbc (RECOMMENDED) twofish-cbc, aes-cbc, serpent-cbc (OPTIONAL) arcfour, idea-cbc, cast128-cbc (OPTIONAL) 7 / 12
8 SSH Protocol v2 - protocol start Server and client exchange banners Client and server both send MSGKEXINIT packet Random nonce Supported/Allowed algorithms to use for key exchange Supported/Allowed server host key formats Supported/Allowed symmetric algorithms (both ways) Supported/Allowed MAC algorithms Supported/Allowed compression algorithms Supported/Allowed languages Flag indicating KEX guess The Supported/Allowed lists are comma-separated strings E.g. aes128-cbc, 3des-cbc, arcfour 8 / 12
9 SSH Protocol v2 - protocol exchange Upon receipt of KEXINIT packet, both client and server Calculate intersection of supported/allowed ciphers, etc Run selected key exchange algorithm Usually Diffie Hellman D-H key exchange Secure way for two parties to derive a shared key Safe against eavesdroppers Perfect Forward Secrecy Exchange is authenticated with hash of Client / server version strings Payloads of client / server KEXINIT packets Server host key Intermediate D-H exchange values Derived shared secret 9 / 12
10 SSH Protocol v2 - protocol exchange Output from key exchange is two keys: Server to client Client to server The client/server may have different options. e.g. client may send data encrypted with 3des-cbc, no compression server may send data encrypted with arcfour, zlib compression MSGKEXINIT may be sent at any time during session Re-keying may change compression, ciphers as well as keys Once keyed, protocol moves on to authentication 10 / 12
11 SSH Protocol / OpenSSH TP Analyze a SSH communication stream with a simple password authentication (using Ethereal + debug mode of OpenSSH) Using the OpenVPN setup of the previous TP, authenticate a user (with an OpenSSH RSA public key) using OpenSSH to your server inside a VPN connection Be aware that the keys scheme and authentication used in OpenVPN is different in OpenSSH / 12
12 Q and A Thanks for listening. adulau@foo.be 12 / 12
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