Chapter 25. ssh client and server

Table of Contents

about ssh
secure shell
/etc/ssh/
ssh protocol versions
public and private keys
rsa and dsa algorithms
log on to a remote server
executing a command in remote
scp
setting up passwordless ssh
ssh-keygen
~/.ssh
id_rsa and id_rsa.pub
copy the public key to the other computer
authorized_keys
passwordless ssh
X forwarding via ssh
troubleshooting ssh
sshd
sshd keys
ssh-agent
practice: ssh
solution: ssh

The secure shell or ssh is a collection of tools using a secure protocol for communications with remote Linux computers.

This chapter gives an overview of the most common commands related to the use of the sshd server and the ssh client.

about ssh

secure shell

Avoid using telnet, rlogin and rsh to remotely connect to your servers. These older protocols do not encrypt the login session, which means your user id and password can be sniffed by tools like wireshark or tcpdump. To securely connect to your servers, use ssh.

The ssh protocol is secure in two ways. Firstly the connection is encrypted and secondly the connection is authenticated both ways.

An ssh connection always starts with a cryptographic handshake, followed by encryption of the transport layer using a symmetric cypher. In other words, the tunnel is encrypted before you start typing anything.

Then authentication takes place (using user id/password or public/private keys) and communication can begin over the encrypted connection.

The ssh protocol will remember the servers it connected to (and warn you in case something suspicious happened).

The openssh package is maintained by the OpenBSD people and is distributed with a lot of operating systems (it may even be the most popular package in the world).

/etc/ssh/

Configuration of ssh client and server is done in the /etc/ssh directory. In the next sections we will discuss most of the files found in /etc/ssh/.

ssh protocol versions

The ssh protocol has two versions (1 and 2). Avoid using version 1 anywhere, since it contains some known vulnerabilities. You can control the protocol version via /etc/ssh/ssh_config for the client side and /etc/ssh/sshd_config for the openssh-server daemon.

paul@ubu1204:/etc/ssh$ grep Protocol ssh_config 
#   Protocol 2,1
paul@ubu1204:/etc/ssh$ grep Protocol sshd_config 
Protocol 2

public and private keys

The ssh protocol uses the well known system of public and private keys. The below explanation is succinct, more information can be found on wikipedia.

http://en.wikipedia.org/wiki/Public-key_cryptography

Imagine Alice and Bob, two people that like to communicate with each other. Using public and private keys they can communicate with encryption and with authentication.

When Alice wants to send an encrypted message to Bob, she uses the public key of Bob. Bob shares his public key with Alice, but keeps his private key private! Since Bob is the only one to have Bob's private key, Alice is sure that Bob is the only one that can read the encrypted message.

When Bob wants to verify that the message came from Alice, Bob uses the public key of Alice to verify that Alice signed the message with her private key. Since Alice is the only one to have Alice's private key, Bob is sure the message came from Alice.

rsa and dsa algorithms

This chapter does not explain the technical implementation of cryptographic algorithms, it only explains how to use the ssh tools with rsa and dsa. More information about these algorithms can be found here:

http://en.wikipedia.org/wiki/RSA_(algorithm)
http://en.wikipedia.org/wiki/Digital_Signature_Algorithm

log on to a remote server

The following screenshot shows how to use ssh to log on to a remote computer running Linux. The local user is named paul and he is logging on as user admin42 on the remote system.

paul@ubu1204:~$ ssh admin42@192.168.1.30
The authenticity of host '192.168.1.30 (192.168.1.30)' can't be established.
RSA key fingerprint is b5:fb:3c:53:50:b4:ab:81:f3:cd:2e:bb:ba:44:d3:75.
Are you sure you want to continue connecting (yes/no)?

As you can see, the user paul is presented with an rsa authentication fingerprint from the remote system. The user can accepts this bu typing yes. We will see later that an entry will be added to the ~/.ssh/known_hosts file.

paul@ubu1204:~$ ssh admin42@192.168.1.30
The authenticity of host '192.168.1.30 (192.168.1.30)' can't be established.
RSA key fingerprint is b5:fb:3c:53:50:b4:ab:81:f3:cd:2e:bb:ba:44:d3:75.
Are you sure you want to continue connecting (yes/no)? yes
Warning: Permanently added '192.168.1.30' (RSA) to the list of known hosts.
admin42@192.168.1.30's password: 
Welcome to Ubuntu 12.04 LTS (GNU/Linux 3.2.0-26-generic-pae i686)

 * Documentation:  https://help.ubuntu.com/

1 package can be updated.
0 updates are security updates.

Last login: Wed Jun  6 19:25:57 2012 from 172.28.0.131
admin42@ubuserver:~$

The user can get log out of the remote server by typing exit or by using Ctrl-d.

admin42@ubuserver:~$ exit
logout
Connection to 192.168.1.30 closed.
paul@ubu1204:~$

executing a command in remote

This screenshot shows how to execute the pwd command on the remote server. There is no need to exit the server manually.

paul@ubu1204:~$ ssh admin42@192.168.1.30 pwd
admin42@192.168.1.30's password: 
/home/admin42
paul@ubu1204:~$

scp

The scp command works just like cp, but allows the source and destination of the copy to be behind ssh. Here is an example where we copy the /etc/hosts file from the remote server to the home directory of user paul.

paul@ubu1204:~$ scp admin42@192.168.1.30:/etc/hosts /data/sites/web/cobbautbe/subsites/serverhosts
admin42@192.168.1.30's password: 
hosts                                        100%  809     0.8KB/s   00:00

Here is an example of the reverse, copying a local file to a remote server.

paul@ubu1204:~$ scp ~/serverhosts admin42@192.168.1.30:/etc/hosts.new
admin42@192.168.1.30's password: 
serverhosts                                  100%  809     0.8KB/s   00:00

setting up passwordless ssh

To set up passwordless ssh authentication through public/private keys, use ssh-keygen to generate a key pair without a passphrase, and then copy your public key to the destination server. Let's do this step by step.

In the example that follows, we will set up ssh without password between Alice and Bob. Alice has an account on a Red Hat Enterprise Linux server, Bob is using Ubuntu on his laptop. Bob wants to give Alice access using ssh and the public and private key system. This means that even if Bob changes his password on his laptop, Alice will still have access.

ssh-keygen

The example below shows how Alice uses ssh-keygen to generate a key pair. Alice does not enter a passphrase.

[alice@RHEL5 ~]$ ssh-keygen -t rsa
Generating public/private rsa key pair.
Enter file in which to save the key (/home/alice/.ssh/id_rsa): 
Created directory '/home/alice/.ssh'.
Enter passphrase (empty for no passphrase): 
Enter same passphrase again: 
Your identification has been saved in /home/alice/.ssh/id_rsa.
Your public key has been saved in /home/alice/.ssh/id_rsa.pub.
The key fingerprint is:
9b:ac:ac:56:c2:98:e5:d9:18:c4:2a:51:72:bb:45:eb alice@RHEL5
[alice@RHEL5 ~]$

You can use ssh-keygen -t dsa in the same way.

~/.ssh

While ssh-keygen generates a public and a private key, it will also create a hidden .ssh directory with proper permissions. If you create the .ssh directory manually, then you need to chmod 700 it! Otherwise ssh will refuse to use the keys (world readable private keys are not secure!).

As you can see, the .ssh directory is secure in Alice's home directory.

[alice@RHEL5 ~]$ ls -ld .ssh
drwx------ 2 alice alice 4096 May  1 07:38 .ssh
[alice@RHEL5 ~]$

Bob is using Ubuntu at home. He decides to manually create the .ssh directory, so he needs to manually secure it.

bob@laika:~$ mkdir .ssh
bob@laika:~$ ls -ld .ssh
drwxr-xr-x 2 bob bob 4096 2008-05-14 16:53 .ssh
bob@laika:~$ chmod 700 .ssh/
bob@laika:~$

id_rsa and id_rsa.pub

The ssh-keygen command generate two keys in .ssh. The public key is named ~/.ssh/id_rsa.pub. The private key is named ~/.ssh/id_rsa.

[alice@RHEL5 ~]$ ls -l .ssh/
total 16
-rw------- 1 alice alice 1671 May  1 07:38 id_rsa
-rw-r--r-- 1 alice alice  393 May  1 07:38 id_rsa.pub

The files will be named id_dsa and id_dsa.pub when using dsa instead of rsa.

copy the public key to the other computer

To copy the public key from Alice's server tot Bob's laptop, Alice decides to use scp.

[alice@RHEL5 .ssh]$ scp id_rsa.pub bob@192.168.48.92:~/.ssh/authorized_keys
bob@192.168.48.92's password: 
id_rsa.pub                                    100%  393     0.4KB/s   00:00

Be careful when copying a second key! Do not overwrite the first key, instead append the key to the same ~/.ssh/authorized_keys file!

cat id_rsa.pub >> ~/.ssh/authorized_keys

Alice could also have used ssh-copy-id like in this example.

ssh-copy-id -i .ssh/id_rsa.pub bob@192.168.48.92

authorized_keys

In your ~/.ssh directory, you can create a file called authorized_keys. This file can contain one or more public keys from people you trust. Those trusted people can use their private keys to prove their identity and gain access to your account via ssh (without password). The example shows Bob's authorized_keys file containing the public key of Alice.

bob@laika:~$ cat .ssh/authorized_keys 
ssh-rsa AAAAB3NzaC1yc2EAAAABIwAAAQEApCQ9xzyLzJes1sR+hPyqW2vyzt1D4zTLqk\
MDWBR4mMFuUZD/O583I3Lg/Q+JIq0RSksNzaL/BNLDou1jMpBe2Dmf/u22u4KmqlJBfDhe\
yTmGSBzeNYCYRSMq78CT9l9a+y6x/shucwhaILsy8A2XfJ9VCggkVtu7XlWFDL2cum08/0\
mRFwVrfc/uPsAn5XkkTscl4g21mQbnp9wJC40pGSJXXMuFOk8MgCb5ieSnpKFniAKM+tEo\
/vjDGSi3F/bxu691jscrU0VUdIoOSo98HUfEf7jKBRikxGAC7I4HLa+/zX73OIvRFAb2hv\
tUhn6RHrBtUJUjbSGiYeFTLDfcTQ== alice@RHEL5

passwordless ssh

Alice can now use ssh to connect passwordless to Bob's laptop. In combination with ssh's capability to execute commands on the remote host, this can be useful in pipes across different machines.

[alice@RHEL5 ~]$ ssh bob@192.168.48.92 "ls -l .ssh"
total 4
-rw-r--r-- 1 bob bob 393 2008-05-14 17:03 authorized_keys
[alice@RHEL5 ~]$

X forwarding via ssh

Another popular feature of ssh is called X11 forwarding and is implemented with ssh -X.

Below an example of X forwarding: user paul logs in as user greet on her computer to start the graphical application mozilla-thunderbird. Although the application will run on the remote computer from greet, it will be displayed on the screen attached locally to paul's computer.

paul@debian5:~/PDF$ ssh -X greet@greet.dyndns.org -p 55555
Warning: Permanently added the RSA host key for IP address \
'81.240.174.161' to the list of known hosts.
Password: 
Linux raika 2.6.8-2-686 #1 Tue Aug 16 13:22:48 UTC 2005 i686 GNU/Linux
				
Last login: Thu Jan 18 12:35:56 2007
greet@raika:~$ ps fax | grep thun
greet@raika:~$ mozilla-thunderbird &
[1] 30336

troubleshooting ssh

Use ssh -v to get debug information about the ssh connection attempt.

paul@debian5:~$ ssh -v bert@192.168.1.192
OpenSSH_4.3p2 Debian-8ubuntu1, OpenSSL 0.9.8c 05 Sep 2006
debug1: Reading configuration data /data/sites/web/cobbautbe/subsites/.ssh/config
debug1: Reading configuration data /etc/ssh/ssh_config
debug1: Applying options for *
debug1: Connecting to 192.168.1.192 [192.168.1.192] port 22.
debug1: Connection established.
debug1: identity file /data/sites/web/cobbautbe/subsites/.ssh/identity type -1
debug1: identity file /data/sites/web/cobbautbe/subsites/.ssh/id_rsa type 1
debug1: identity file /data/sites/web/cobbautbe/subsites/.ssh/id_dsa type -1
debug1: Remote protocol version 1.99, remote software version OpenSSH_3
debug1: match: OpenSSH_3.9p1 pat OpenSSH_3.*
debug1: Enabling compatibility mode for protocol 2.0
...

sshd

The ssh server is called sshd and is provided by the openssh-server package.

root@ubu1204~# dpkg -l openssh-server | tail -1
ii  openssh-server   1:5.9p1-5ubuntu1    secure shell (SSH) server,... 

sshd keys

The public keys used by the sshd server are located in /etc/ssh and are world readable. The private keys are only readable by root.

root@ubu1204~# ls -l /etc/ssh/ssh_host_*
-rw------- 1 root root  668 Jun  7  2011 /etc/ssh/ssh_host_dsa_key
-rw-r--r-- 1 root root  598 Jun  7  2011 /etc/ssh/ssh_host_dsa_key.pub
-rw------- 1 root root 1679 Jun  7  2011 /etc/ssh/ssh_host_rsa_key
-rw-r--r-- 1 root root  390 Jun  7  2011 /etc/ssh/ssh_host_rsa_key.pub

ssh-agent

When generating keys with ssh-keygen, you have the option to enter a passphrase to protect access to the keys. To avoid having to type this passphrase every time, you can add the key to ssh-agent using ssh-add.

Most Linux distributions will start the ssh-agent automatically when you log on.

root@ubu1204~# ps -ef | grep ssh-agent
paul     2405  2365  0 08:13 ?        00:00:00 /usr/bin/ssh-agent...

This clipped screenshot shows how to use ssh-add to list the keys that are currently added to the ssh-agent

paul@debian5:~$ ssh-add -L
ssh-rsa AAAAB3NzaC1yc2EAAAABIwAAAQEAvgI+Vx5UrIsusZPl8da8URHGsxG7yivv3/\
...
wMGqa48Kelwom8TGb4Sgcwpp/VO/ldA5m+BGCw== paul@deb503

practice: ssh

0. Make sure that you have access to two Linux computers, or work together with a partner for this exercise. For this practice, we will name one of the machines the server.

1. Install sshd on the server

2. Verify in the ssh configuration files that only protocol version 2 is allowed.

3. Use ssh to log on to the server, show your current directory and then exit the server.

4. Use scp to copy a file from your computer to the server.

5. Use scp to copy a file from the server to your computer.

6. (optional, only works when you have a graphical install of Linux) Install the xeyes package on the server and use ssh to run xeyes on the server, but display it on your client.

7. (optional, same as previous) Create a bookmark in firefox, then quit firefox on client and server. Use ssh -X to run firefox on your display, but on your neighbour's computer. Do you see your neighbour's bookmark ?

8. Use ssh-keygen to create a key pair without passphrase. Setup passwordless ssh between you and your neighbour. (or between your client and your server)

9.Verify that the permissions on the server key files are correct; world readable for the public keys and only root access for the private keys.

10. Verify that the ssh-agent is running.

11. (optional) Protect your keypair with a passphrase, then add this key to the ssh-agent and test your passwordless ssh to the server.

solution: ssh

0. Make sure that you have access to two Linux computers, or work together with a partner for this exercise. For this practice, we will name one of the machines the server.

1. Install sshd on the server

apt-get install openssh-server (on Ubuntu/Debian)
yum -y install openssh-server (on Centos/Fedora/Red Hat)

2. Verify in the ssh configuration files that only protocol version 2 is allowed.

grep Protocol /etc/ssh/ssh*_config

3. Use ssh to log on to the server, show your current directory and then exit the server.

user@client$ ssh user@server-ip-address
user@server$ pwd
/home/user
user@server$ exit

4. Use scp to copy a file from your computer to the server.

scp localfile user@server:~

5. Use scp to copy a file from the server to your computer.

scp user@server:~/serverfile .

6. (optional, only works when you have a graphical install of Linux) Install the xeyes package on the server and use ssh to run xeyes on the server, but display it on your client.

on the server:
apt-get install xeyes
on the client:
ssh -X user@server-ip
xeyes

7. (optional, same as previous) Create a bookmark in firefox, then quit firefox on client and server. Use ssh -X to run firefox on your display, but on your neighbour's computer. Do you see your neighbour's bookmark ?

8. Use ssh-keygen to create a key pair without passphrase. Setup passwordless ssh between you and your neighbour. (or between your client and your server)

See solution in book "setting up passwordless ssh"

9. Verify that the permissions on the server key files are correct; world readable for the public keys and only root access for the private keys.

ls -l /etc/ssh/ssh_host_*

10. Verify that the ssh-agent is running.

ps fax | grep ssh-agent

11. (optional) Protect your keypair with a passphrase, then add this key to the ssh-agent and test your passwordless ssh to the server.

man ssh-keygen
man ssh-agent
man ssh-add