Secure Shell Explained

Is Stack:yes
Purpose:secure connection, remote access
Developer:Tatu Ylönen, Internet Engineering Task Force (IETF)
Osilayer:Transport layer through application layer
Ports:22
Rfcs:RFC 4250, RFC 4251, RFC 4252, RFC 4253, RFC 4254
Date:1995

The Secure Shell Protocol (SSH) is a cryptographic network protocol for operating network services securely over an unsecured network. Its most notable applications are remote login and command-line execution.

SSH was designed for Unix-like operating systems as a replacement for Telnet and unsecured remote Unix shell protocols, such as the Berkeley Remote Shell (rsh) and the related rlogin and rexec protocols, which all use insecure, plaintext methods of authentication, like passwords.

Since mechanisms like Telnet and Remote Shell are designed to access and operate remote computers, sending the authentication tokens (e.g. username and password) for this access to these computers across a public network in an unsecured way, poses a great risk of 3rd parties obtaining the password and achieving the same level of access to the remote system as the telnet user. Secure Shell mitigates this risk through the use of encryption mechanisms that are intended to hide the contents of the transmission from an observer, even if the observer has access to the entire data stream.[1]

SSH was first designed in 1995 by Finnish computer scientist Tatu Ylönen (to replace the Telnet network protocol). Subsequent development of the protocol suite proceeded in several developer groups, producing several variants of implementation. The protocol specification distinguishes two major versions, referred to as SSH-1 and SSH-2. The most commonly implemented software stack is OpenSSH, released in 1999 as open-source software by the OpenBSD developers. Implementations are distributed for all types of operating systems in common use, including embedded systems.

SSH applications are based on a client–server architecture, connecting an SSH client instance with an SSH server.[2] SSH operates as a layered protocol suite comprising three principal hierarchical components: the transport layer provides server authentication, confidentiality, and integrity; the user authentication protocol validates the user to the server; and the connection protocol multiplexes the encrypted tunnel into multiple logical communication channels.[3]

Definition

SSH uses public-key cryptography to authenticate the remote computer and allow it to authenticate the user, if necessary.

SSH may be used in several methodologies. In the simplest manner, both ends of a communication channel use automatically generated public-private key pairs to encrypt a network connection, and then use a password to authenticate the user.

When the public-private key pair is generated by the user manually, the authentication is essentially performed when the key pair is created, and a session may then be opened automatically without a password prompt. In this scenario, the public key is placed on all computers that must allow access to the owner of the matching private key, which the owner keeps private. While authentication is based on the private key, the key is never transferred through the network during authentication. SSH only verifies that the same person offering the public key also owns the matching private key.

In all versions of SSH it is important to verify unknown public keys, i.e. associate the public keys with identities, before accepting them as valid. Accepting an attacker's public key without validation will authorize an unauthorized attacker as a valid user.

Authentication: OpenSSH key management

On Unix-like systems, the list of authorized public keys is typically stored in the home directory of the user that is allowed to log in remotely, in the file ~/.ssh/authorized_keys.[4] This file is respected by SSH only if it is not writable by anything apart from the owner and root. When the public key is present on the remote end and the matching private key is present on the local end, typing in the password is no longer required. However, for additional security the private key itself can be locked with a passphrase.

The private key can also be looked for in standard places, and its full path can be specified as a command line setting (the option -i for ssh). The ssh-keygen utility produces the public and private keys, always in pairs.

Use

SSH is typically used to log into a remote computer's shell or command-line interface (CLI) and to execute commands on a remote server. It also supports mechanisms for tunneling, forwarding of TCP ports and X11 connections and it can be used to transfer files using the associated SSH File Transfer Protocol (SFTP) or Secure Copy Protocol (SCP).

SSH uses the client–server model. An SSH client program is typically used for establishing connections to an SSH daemon, such as sshd, accepting remote connections. Both are commonly present on most modern operating systems, including macOS, most distributions of Linux, OpenBSD, FreeBSD, NetBSD, Solaris and OpenVMS. Notably, versions of Windows prior to Windows 10 version 1709 do not include SSH by default, but proprietary, freeware and open source versions of various levels of complexity and completeness did and do exist (see Comparison of SSH clients). In 2018 Microsoft began porting the OpenSSH source code to Windows[5] and in Windows 10 version 1709, an official Win32 port of OpenSSH is now available.

File managers for UNIX-like systems (e.g. Konqueror) can use the FISH protocol to provide a split-pane GUI with drag-and-drop. The open source Windows program WinSCP[6] provides similar file management (synchronization, copy, remote delete) capability using PuTTY as a back-end. Both WinSCP[7] and PuTTY[8] are available packaged to run directly off a USB drive, without requiring installation on the client machine. The secure shell extension to the Chrome browser also allows SSH connections without any software installation and even allows SSH from a Chromebook computer. Setting up an SSH server in Windows typically involves enabling a feature in the Settings app.

SSH is important in cloud computing to solve connectivity problems, avoiding the security issues of exposing a cloud-based virtual machine directly on the Internet. An SSH tunnel can provide a secure path over the Internet, through a firewall to a virtual machine.[9]

The IANA has assigned TCP port 22, UDP port 22 and SCTP port 22 for this protocol.[10] IANA had listed the standard TCP port 22 for SSH servers as one of the well-known ports as early as 2001.[11] SSH can also be run using SCTP rather than TCP as the connection oriented transport layer protocol.[12]

Historical development

Version 1

In 1995, Tatu Ylönen, a researcher at Helsinki University of Technology in Finland designed the first version of the protocol (now called SSH-1) prompted by a password-sniffing attack at his university network.[13] The goal of SSH was to replace the earlier rlogin, TELNET, FTP[14] and rsh protocols, which did not provide strong authentication nor guarantee confidentiality. He chose the port number 22 because it is between telnet (port 23) and ftp (port 21).[15]

Ylönen released his implementation as freeware in July 1995, and the tool quickly gained in popularity. Towards the end of 1995, the SSH user base had grown to users in fifty countries.

In December 1995, Ylönen founded SSH Communications Security to market and develop SSH. The original version of the SSH software used various pieces of free software, such as GNU libgmp, but later versions released by SSH Communications Security evolved into increasingly proprietary software.

It was estimated that by 2000 the number of users had grown to 2 million.[16]

Version 2

In 2006, after being discussed in a working group named "secsh",[17] a revised version of the SSH protocol, SSH-2 was adopted as a standard.[18] This version offers improved security and new features, but is not compatible with SSH-1. For example, it introduces new key-exchange mechanisms like Diffie–Hellman key exchange, improved data integrity checking via message authentication codes like MD5 or SHA-1, which can be negotiated between client and server. SSH-2 also adds stronger encryption methods like AES which eventually replaced weaker and compromised ciphers from the previous standard like 3-des.[19] [20] [21] New features of SSH-2 include the ability to run any number of shell sessions over a single SSH connection.[22] Due to SSH-2's superiority and popularity over SSH-1, some implementations such as libssh (v0.8.0+),[23] Lsh[24] and Dropbear[25] eventually supported only the SSH-2 protocol.

Version 1.99

In January 2006, well after version 2.1 was established, specified that an SSH server supporting 2.0 as well as prior versions should identify its protocol version as 1.99.[26] This version number does not reflect a historical software revision, but a method to identify backward compatibility.

OpenSSH and OSSH

In 1999, developers, desiring availability of a free software version, restarted software development from the 1.2.12 release of the original SSH program, which was the last released under an open source license.[27] This served as a code base for Björn Grönvall's OSSH software.[28] Shortly thereafter, OpenBSD developers forked Grönvall's code and created OpenSSH, which shipped with Release 2.6 of OpenBSD. From this version, a "portability" branch was formed to port OpenSSH to other operating systems.[29]

, OpenSSH was the single most popular SSH implementation, being the default version in a large number of operating system distributions. OSSH meanwhile has become obsolete.[30] OpenSSH continues to be maintained and supports the SSH-2 protocol, having expunged SSH-1 support from the codebase in the OpenSSH 7.6 release.

Uses

SSH is a protocol that can be used for many applications across many platforms including most Unix variants (Linux, the BSDs including Apple's macOS, and Solaris), as well as Microsoft Windows. Some of the applications below may require features that are only available or compatible with specific SSH clients or servers. For example, using the SSH protocol to implement a VPN is possible, but presently only with the OpenSSH server and client implementation.

File transfer protocols

The Secure Shell protocols are used in several file transfer mechanisms.

Architecture

The SSH protocol has a layered architecture with three separate components:

This open architecture provides considerable flexibility, allowing the use of SSH for a variety of purposes beyond a secure shell. The functionality of the transport layer alone is comparable to Transport Layer Security (TLS); the user-authentication layer is highly extensible with custom authentication methods; and the connection layer provides the ability to multiplex many secondary sessions into a single SSH connection, a feature comparable to BEEP and not available in TLS.

Algorithms

Vulnerabilities

SSH-1

In 1998, a vulnerability was described in SSH 1.5 which allowed the unauthorized insertion of content into an encrypted SSH stream due to insufficient data integrity protection from CRC-32 used in this version of the protocol.[37] [38] A fix known as SSH Compensation Attack Detector[39] was introduced into most implementations. Many of these updated implementations contained a new integer overflow vulnerability[40] that allowed attackers to execute arbitrary code with the privileges of the SSH daemon, typically root.

In January 2001 a vulnerability was discovered that allows attackers to modify the last block of an IDEA-encrypted session.[41] The same month, another vulnerability was discovered that allowed a malicious server to forward a client authentication to another server.[42]

Since SSH-1 has inherent design flaws which make it vulnerable, it is now generally considered obsolete and should be avoided by explicitly disabling fallback to SSH-1. Most modern servers and clients support SSH-2.[43]

CBC plaintext recovery

In November 2008, a theoretical vulnerability was discovered for all versions of SSH which allowed recovery of up to 32 bits of plaintext from a block of ciphertext that was encrypted using what was then the standard default encryption mode, CBC.[44] The most straightforward solution is to use CTR, counter mode, instead of CBC mode, since this renders SSH resistant to the attack.[44]

Suspected decryption by NSA

On December 28, 2014 Der Spiegel published classified information[45] leaked by whistleblower Edward Snowden which suggests that the National Security Agency may be able to decrypt some SSH traffic. The technical details associated with such a process were not disclosed. A 2017 analysis of the CIA hacking tools BothanSpy and Gyrfalcon suggested that the SSH protocol was not compromised.[46]

Terrapin attack

See main article: Terrapin attack. A novel man-in-the-middle attack against most current ssh implementations was discovered in 2023. It was named the Terrapin attack by its discoverers.[47] [48] However, the risk is mitigated by the requirement to intercept a genuine ssh session, and that the attack is restricted in its scope, fortuitously resulting mostly in failed connections.[49] [50] The ssh developers have stated that the major impact of the attack is to degrade the keystroke timing obfuscation features of ssh. The vulnerability was fixed in OpenSSH 9.6, but requires both client and server to be upgraded for the fix to be fully effective.

Standards documentation

The following RFC publications by the IETF "secsh" working group document SSH-2 as a proposed Internet standard.

The protocol specifications were later updated by the following publications:

In addition, the OpenSSH project includes several vendor protocol specifications/extensions:

See also

Further reading

External links

Notes and References

  1. Web site: Missouri University S&T: Secure Telnet.
  2. 4252. T. Ylonen. C. Lonvick. January 2006. The Secure Shell (SSH) Authentication Protocol. IETF Trust.
  3. 4251. T. Ylonen. C. Lonvick. The Secure Shell (SSH) Protocol Architecture. January 2006. IETF Trust.
  4. Web site: How To Set Up Authorized Keys. live. https://web.archive.org/web/20110510111514/http://wiki.qnap.com/wiki/How_To_Set_Up_Authorized_Keys. 2011-05-10.
  5. https://github.com/PowerShell/Win32-OpenSSH Win-32 OpenSSH
  6. Web site: WinSCP home page. live. https://web.archive.org/web/20140217163252/http://winscp.net/eng/index.php. 2014-02-17.
  7. Web site: WinSCP page for PortableApps.com. live. https://web.archive.org/web/20140216120049/http://portableapps.com/apps/internet/winscp_portable. 2014-02-16.
  8. Web site: PuTTY page for PortableApps.com. live. https://web.archive.org/web/20140216214310/http://portableapps.com/apps/internet/putty_portable. 2014-02-16.
  9. Web site: Amies. A. Wu. C F. Wang. G C. Criveti. M. 2012. Networking on the cloud. IBM developerWorks. live. https://web.archive.org/web/20130614123106/http://www.ibm.com/developerworks/cloud/library/cl-networkingtools/index.html. 2013-06-14.
  10. Web site: Service Name and Transport Protocol Port Number Registry.
  11. Web site: Service Name and Transport Protocol Port Number Registry. iana.org. live. https://web.archive.org/web/20010604223215/https://www.iana.org/assignments/port-numbers. 2001-06-04.
  12. Seggelmann. R.. Tuxen, M. . Rathgeb, E.P. . SSH over SCTP — Optimizing a multi-channel protocol by adapting it to SCTP. 8th International Symposium on Communication Systems, Networks & Digital Signal Processing (CSNDSP). 18–20 July 2012. 1–6. 10.1109/CSNDSP.2012.6292659. 978-1-4577-1473-3. 8415240.
  13. Web site: Tatu Ylönen. The new skeleton key: changing the locks in your network environment. dead. https://web.archive.org/web/20170820162632/https://www.scmagazineuk.com/the-new-skeleton-key-changing-the-locks-in-your-network-environment/article/545848/. 2017-08-20.
  14. Web site: SSH Port. Tatu Ylönen. live. https://web.archive.org/web/20170803235736/https://www.ssh.com/ssh/port. 2017-08-03.
  15. Web site: Ylönen . Tatu . The story of the SSH port is 22. . 2023-11-30 . www.ssh.com . en.
  16. Web site: Nicholas Rosasco and David Larochelle . How and Why More Secure Technologies Succeed in Legacy Markets: Lessons from the Success of SSH . Dept. of Computer Science, Univ. of Virginia . Quoting Barrett and Silverman, SSH, the Secure Shell: The Definitive Guide, O'Reilly & Associates (2001) . 2006-05-19 . live . https://web.archive.org/web/20060625065258/http://www.cs.virginia.edu/~drl7x/sshVsTelnetWeb3.pdf . 2006-06-25.
  17. https://datatracker.ietf.org/wg/secsh/documents/ IETF (Internet Engineering Task Force): datatracker for secsh
  18. https://datatracker.ietf.org/doc/html/rfc4252 RFC4252: The Secure Shell (SSH) Authentication Protocol, Jan 2006
  19. https://docstore.mik.ua/orelly/networking_2ndEd/ssh/ch03_05.htm O'Reily: Secure Shell, The Definitive Guide
  20. https://datatracker.ietf.org/doc/html/rfc4250#page-16 RFC4250: The Secure Shell (SSH) Protocol: Assigned names, Jan 2006, page 16
  21. https://datatracker.ietf.org/doc/html/rfc4252 RFC4252: The Secure Shell (SSH) Authentication Protocol, Jan 2006
  22. Web site: SSH Frequently Asked Questions. live. https://web.archive.org/web/20041010035705/http://www.snailbook.com/faq/ssh-1-vs-2.auto.html. 2004-10-10 .
  23. Web site: libssh.
  24. Web site: A GNU implementation of the Secure Shell protocols. live. https://web.archive.org/web/20120204035753/http://www.lysator.liu.se/~nisse/lsh/. 2012-02-04.
  25. Web site: Dropbear SSH. live. https://web.archive.org/web/20111014091250/http://matt.ucc.asn.au/dropbear/dropbear.html. 2011-10-14.
  26. 4253. The Secure Shell (SSH) Transport Layer Protocol. 5.1. Old Client, New Server. T.. Ylonen. C.. Lonvick. IETF.
  27. https://marc.info/?l=secure-shell&m=88561413417101 ssh-1.2.13 now available: copying policy changed (permission now required to sell ssh commercially, use is still permitted for any purpose)
  28. http://www.mirrorservice.org/sites/ftp.wiretapped.net/pub/security/cryptography/apps/ssh/OSSH/ OSSH sources
  29. Web site: OpenSSH: Project History and Credits . 2004-12-22 . 2014-04-27 . openssh.com . live . https://web.archive.org/web/20131224105341/http://openssh.com/history.html . 2013-12-24 .
  30. Web site: 2006-02-15. OSSH Information for VU#419241. live. https://web.archive.org/web/20070927231942/https://www.kb.cert.org/vuls/id/MIMG-6L4LBL. 2007-09-27. CERT Coordination Center. Either way ossh is old and obsolete and I don't recommend its use..
  31. Book: Sobell. Mark. A Practical Guide to Linux Commands, Editors, and Shell Programming. 2012. Prentice Hall. Upper Saddle River, NJ. 978-0133085044. 702–704. 3rd.
  32. 8709. Ed25519 and Ed448 Public Key Algorithms for the Secure Shell (SSH) Protocol. B.. Harris. L.. Velvindron. February 2020.
  33. 5656. Stebila. D.. Green. J.. Elliptic Curve Algorithm Integration in the Secure Shell Transport Layer. December 2009. 12 November 2012.
  34. Miller. D.. Valchev, P.. The use of UMAC in the SSH Transport Layer Protocol. draft-miller-secsh-umac-00. September 3, 2007.
  35. 4253. The Secure Shell (SSH) Transport Layer Protocol. T.. Ylonen. C.. Lonvick. IETF.
  36. 5647. AES Galois Counter Mode for the Secure Shell Transport Layer Protocol. K.. Igoe. J.. Solinas. August 2009.
  37. Web site: SSH Insertion Attack. Core Security Technologies. live. https://web.archive.org/web/20110708192336/http://www.coresecurity.com/content/ssh-insertion-attack. 2011-07-08.
  38. Web site: Vulnerability Note VU#13877 - Weak CRC allows packet injection into SSH sessions encrypted with block ciphers. US CERT. live. https://web.archive.org/web/20100710040357/http://www.kb.cert.org/vuls/id/13877. 2010-07-10.
  39. Web site: SSH CRC-32 Compensation Attack Detector Vulnerability. SecurityFocus. live. https://web.archive.org/web/20080725110345/http://www.securityfocus.com/bid/2347/discuss. 2008-07-25.
  40. Web site: Vulnerability Note VU#945216 - SSH CRC32 attack detection code contains remote integer overflow. US CERT. live. https://web.archive.org/web/20051013074750/http://www.kb.cert.org/vuls/id/945216. 2005-10-13.
  41. Web site: Vulnerability Note VU#315308 - Weak CRC allows last block of IDEA-encrypted SSH packet to be changed without notice. US CERT. live. https://web.archive.org/web/20100711103528/http://www.kb.cert.org/vuls/id/315308. 2010-07-11.
  42. Web site: Vulnerability Note VU#684820 - SSH-1 allows client authentication to be forwarded by a malicious server to another server. US CERT. live. https://web.archive.org/web/20090901012536/http://www.kb.cert.org/vuls/id/684820. 2009-09-01.
  43. Web site: How to use SSH keys for authentication . Up Cloud . 17 September 2015 . 29 November 2019.
  44. Web site: Vulnerability Note VU#958563 - SSH CBC vulnerability. US CERT. live. https://web.archive.org/web/20110622005639/http://www.kb.cert.org/vuls/id/958563. 2011-06-22.
  45. News: Prying Eyes: Inside the NSA's War on Internet Security. December 28, 2014. Spiegel Online. live. https://web.archive.org/web/20150124202809/http://www.spiegel.de/international/germany/inside-the-nsa-s-war-on-internet-security-a-1010361.html. January 24, 2015.
  46. Web site: Tatu. Ylonen. BothanSpy & Gyrfalcon - Analysis of CIA hacking tools for SSH. ssh.com. 3 August 2017. 15 July 2018.
  47. Web site: Terrapin Attack . 2023-12-20 . terrapin-attack.com.
  48. Web site: Jones . Connor . SSH shaken, not stirred by Terrapin downgrade vulnerability . 2023-12-20 . www.theregister.com . en.
  49. Web site: Jones . Connor . SSH shaken, not stirred by Terrapin downgrade vulnerability . 2023-12-20 . www.theregister.com . en.
  50. Web site: 2023-12-18 . OpenSSH 9.6 release notes . openssh.com.