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August 2000

Secure Tunneling between Intranets with VTun

Adam Olson

As an organization grows in size, so does the number of intranets within the organization. These intranets often reside behind an external portion of the company's network that has a connection to the public Internet. At some point in time, a need will arise for direct, secure connectivity between two or more separate intranets.

This article covers how to build and configure an application called VTun in order to establish encrypted tunnels between remote intranets.

What the Network Looks Like

Imagine a fictitious company named Cool Widgets, which houses its corporate headquarters in Dallas. It also has a satellite office in Seattle, where the production of these widgets takes place. Each office has one frame relay connection that provides access to the Internet. Behind each external router lives an external network using public address space and an internal network using private address space. A firewall sits between the external and internal networks. I will use this network as an example during the configuration of VTun.

Figure 1 provides an illustration.

The requirement is to connect the two internal networks, which are using private address space, over the existing frame relay circuit to the Internet. This is where VTun can help.

VTun: What and Where

VTun was written by Maxim Krasnyansky and is a fast and flexible package that allows you to create encrypted tunnels between hosts. It supports a number of tunnel types, compression, and traffic shaping. According to the site, it can run on Linux, Solaris, FreeBSD, and other BSD clones. I will be using Solaris 2.7 for the examples in this article.

One host runs vtund as a server and the other host runs vtund as a client. By default, the server listens on port 5000. Keep this in mind ,as your network most likely contains one or more firewalls and VTun traffic will need to be permitted.

VTun can be downloaded from . There is a 3.x version presently in the development stages, but the current stable version is 2.3, which is used in this article. First, download the source tarball named vtun-2.3.tar.gz.

You will also want to download the following:

Source for the Universal TUN/TAP driver at

OpenSSL 0.9.5a located at You will also need the zlib compression library if you do not already have it.


You should now have at least the following three files:

vtun-2.3.tar.gz - VTun source code
tun-1.0.tar.gz - Universal TUN/TAP driver source code
openssl-0.9.5a.tar.gz - OpenSSL source code

Copy these files into a temporary directory and expand them:

# cp openssl-0.9.5a.tar.gz tun-1.0.tar.gz vtun-2.3.tar.gz /var/tmp
# cd /var/tmp
# gzip -d *.gz
# tar xvf vtun-2.3.tar
# tar xvf tun-1.0.tar
# tar xvf openssl-0.9.5a.tar

Build OpenSSL:

# cd openssl-0.9.5a
# ./config --prefix=/usr/local --openssldir=/usr/local/openssl
# make
# make test
# make install
If you encounter any errors, check out the README file for specific platform issues.

Build the Universal TUN/TAP driver:

# cd tun-1.0
# ./configure
# make install
On Solaris, everything is automatic after running make install. If you are using a different platform, the README includes all the commands you will need to execute.

Build VTun:

# ./configure --with-ssl-lib=/usr/local/lib --with-ssl-headers=/usr/local/include/openssl
# make
# make install
Again, if you have any compile time problems please check out the README. Everything compiled smoothly for me on a number of Solaris 2.7 machines.

Creating the Configuration Files

The default configuration file is located at /usr/local/etc/vtund.conf. Make sure to set the permissions on this file read-write only as root. Borrowing from the manpage, it consists of sections in the following format:

name {
keyword value;
keyword value;
.. }
The name of each section can be one of the following:

options - specifies general options to vtund
default - specifies default options for all hosts
hostname - defines a host connection including specific options

Below is a sample configuration that can be used with our network diagram. This will create a tunnel between fwseattle and fwdallas, where fwseattle is the client and fwdallas is the server.

fwseattle /usr/local/etc/vtund.conf:

options {
    ifconfig /usr/sbin/ifconfig;
    route /usr/sbin/route;
fwseattle-fwdallas {
    pass widget;
    type tun;
    proto udp;
    encr yes;
    keepalive yes;
    up {
        ifconfig "%% netmask up";
        route "add net 1";
    down {
        ifconfig "%% down";
        route "delete net 1";

fwdallas /usr/local/etc/vtund.conf:

options {
    ifconfig    /usr/sbin/ifconfig;
    route       /usr/sbin/route;

fwseattle-fwdallas {
    pass widget;
    type tun;
    proto udp;
    encr yes;
    keepalive yes;
    up {
        ifconfig "%% netmask up";
        route "add net 1";
    down {
        ifconfig "%% down";
        route "delete net 1";
Notice how these two configuration files are quite similar. Let's go over each of the keywords used and the values associated with them.

The configuration can be separated into two parts. The first part is where the options are defined, and these are included within the first set of curly braces. The second part is the host definition, and everything is included within the second set of curly braces.

Our set of options is very small. The purpose of these is to tell vtund where to find the ifconfig and route commands in order to bring up the tunnel interface and install the appropriate routes.

The hostname portion includes a much larger number of configuration directives. The name outside the curly braces defines the hostname. The following is a breakdown of each keyword within the curly braces:

pass widget: Password used for authentication; must match on client and server.

type tun: Defines the tunnel type as an IP tunnel; can also be a serial, ethernet, or pipe tunnel.

proto udp: Protocol to use for tunnel. vtund will use TCP by default and the vtund.conf manpage recommends UDP for ethernet or IP tunnels.

encr yes: Enable or disable encryption.

keepalive yes: Enable or disable keepalives.

Note that there are two additional sets of curly braces within the hostname definition defined as "up" and "down." These are configuration options that vtund uses to execute commands when the connection is established or terminated.

Both the up and down sections tell vtund to run ifconfig and route, with the correct arguments, to completely establish or tear down the tunnel between fwseattle and fwdallas.

The vtund.conf manpage includes additional options that you may want to define. Some options are only used by the server or client and are ignored if they don't correlate to vtund's mode of operation.

Additional Configuration

As I mentioned earlier, a clear path must exist between fwseattle and fwdallas to facilitate vtund communication. This means that any firewalls or packet filters must be modified to permit the appropriate source/destination addresses and port number you are using with vtund. Again, by default, the server listens on port 5000.

If this is the first time these networks have been in a sense directly connected, you will also need to update /etc/netmasks so the correct route is entered after the route command has been executed.

Using our example network, an entry of:

would be added to the bottom of fwseattle's /etc/netmasks file.

A similar entry of:

would be added to the bottom of fwdallas's /etc/netmasks file.

Firing Up the Tunnel!

Everything should now be in place to do a test run of VTun. To start the vtund server process on fwdallas, execute /usr/local/sbin/vtund -s. To start the vtund client process on fwseattle, execute /usr/local/sbin/vtund -p fwseattle-fwdallas

The arguments to vtund on fwseattle (the client) are as follows:

-p: Enable persistence which will make the client reconnect to the server after the connection has been terminated.

fwseattle-fwdallas: This is the hostname vtund uses when looking up the connection in vtund.conf. This is the external IP address on fwdallas to which vtund will connect.

Does It Work?

To verify that the tunnel is operating correctly, try pinging the other side of the tunnel. (Make sure to do the following tests on both sides of the tunnel).

On fwseattle:

# ping is alive
Examine the interface configuration:

# ifconfig -a
lo0: flags=849<UP,LOOPBACK,RUNNING,MULTICAST> mtu 8232
      inet netmask ff000000
      inet netmask ffffff00 broadcast
      ether 8:0:20:20:18:8f
      inet netmask ffffff00 broadcast
ether 8:0:20:20:18:8f
      inet --> netmask ffffffff
      ether 0:0:0:0:0:0
You should see output similar to that above.

Finally, check the routing table:

# netstat -nr
Routing Table:

Destination      Gateway      Flags   Ref  Use     Interface
--------------- ------------- ----- ----- ------ ---------    UH     3     1        tun0       U      2     1042     le1  U      2     3079     le0    UG     0     0
default   UG     0     4616      UH     0     33796    lo0
Verify that the route for points to the other end of the tunnel as it does here. Make sure to perform these same checks on fwdallas and you'll be set.

End Result

We have now created an encrypted tunnel between two remote intranets, which can be used to facilitate connectivity between both private networks. Any host sitting on one of the private networks, with its default gateway pointing to its respective fw box, will have connectivity to the other remote intranet.


VTun provides a quick, reliable, and affordable (it's free!) way to create secure, encrypted tunnels between remote intranets and other types of networks. Utilizing existing Internet connections to tunnel traffic over allows an organization to keep its circuit charges down. Depending on the size of the organization, this can add up to big savings in addition to providing increased flexibility.

Adam Olson lives in the Bay Area. He has helped build a successful ISP (, designed and configured portions of the California Power Network while working at MCI WorldCom, and is currently working for a company targeting the e-commerce and time management industries ( Adam enjoys playing Neil Young on acoustic guitar and snowboarding in Tahoe. He can be reached at [email protected].

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