Archive for January, 2012

L2TP on Ubuntu 10.04 LTS

Written by AbiusX on . Posted in Computer, English, Network

This post is a tutorial on how to run a L2TP over IPSec VPN Server for proxy purposes on a Ubuntu 10.04 LTS Server machine. Before we start the practice, let us review some theories:

What is VPN?

Virtual Private Network, is a technology, mainly developed to provide creation of virtual local networks with a wide geographic distribution. For example, we have a data-center and a considerable network in Bandar Abbas that requires constant maintenance and connectivity to our main servers and offices back in Tehran. We need a local network which consists of our office networks and the Bandar Abbas network, but since they are geographically distributed, we can't have them local, so we cheat and virtually create a private (local) network, hence VPN.

Specifically speaking, we start a VPN server on our Bandar Abbas hub server (, then create a VPN connection from our computer (or router) and connect to it, and it would be like we have just plugged an Ethernet cable into our system, directly connected to whole Bandar Abbas network. After that we could simply connect to our surveillance server at (which is a Bandar Abbas network IP, not ours) via any application.

As you might've already guessed, since VPN is usually established over the Internet, the most important thing to expect is data transmission security. No third party on the route should be able to sniff on our corporates data, right? VPN security is almost the main issue.

Then what is PPTP, L2TP, IPSec, SSTP, etc. ?

VPN, is a concept. It's also a technology, but many protocols and mixtures of technologies tend to provide such means. The simplest form is PPTP, the point to point tunneling protocol. It is easily established, easily connected and fast. To setup a PPTP server on Ubuntu, you need less than 5 minutes. The problem with PPTP is data encryption. To encrypt data with PPTP, both parties (VPN Client and Server) have to agree on an encryption key, and any hacker listening while they are discussing it, would be able to read their transfers.

Then there comes OpenVPN, which is totally open source and good, but since there's no native client on Windows, no body actually uses it. SSTP is also only Windows based, which is based on SSL Tunnels, very like the IPSec underlying layer of L2TP.

The other mostly used VPN technology, is L2TP, which relies on IPSec (lower network layer protocol) for its security. IPSec is a protocol which uses PKI (Public Key Infrastructure), or PSK (Pre-Shared Keys) which both are means to establish Zero-Knowledge connections securely without a third party being able to guess the password.

L2TP is technically called L2TP over IPSec, which is because first IPSec establishes a secure connection between two systems, then layer 2 tunneling protocol takes over for the networking and VPN functionality.

VPN as a means of proxy

In many cases, VPN is used for bypassing certain limitations and/or privacy, as proxy servers are used. Since VPN establishes a low level networking, proxies based on a VPN proxy all sorts of network connections, not just the web or videos. Anything, from peer to peer connections to DNS lookups are performed over the VPN.

To use a VPN for proxy purpose, we simply need to connect to a VPN far away (usually outside filtering region, if we are trying to bypass regional filtering) and use their internet connection. It is as if out Internet gateway, is not our own modem, but the computer over at the VPN.

VPN technologies (all PPTP, L2TP, SSTP, OpenVPN, etc.) work on certain ports and use certain traceable technologies. So blocking VPN usage is pretty simple, as PPTP no longer works more than a few seconds in Iran.

But with SSTP and L2TP, since both use a lower level encryption methodology (IPSec for L2TP), they can not be easily blocked. You might think that it would be pretty easy to prevent all IPSec connections and thus stop L2TP, as well as SSL for SSTP, but the case is, IPSec and SSL are used for all forms of encryption. When you use a banking service on the Internet, you employ SSL. When you transfer a file securely over the network, you employ IPSec. Blocking them would stop half of the Internet functionality.

There's also no way of peeking into IPSec or SSL encrypted data (which contain the actual VPN packets), hence L2TP and SSTP services could not be stopped that easily.

Lets get dirty