Great Circle Associates Firewalls
(August 1997)
 

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Subject: RE: PPTP & FW-1
From: Chris Brenton <cbrenton @ pccmis . com>
Date: Thu, 7 Aug 1997 05:55:58 -0400
To: "'firewalls @ GreatCircle . COM'" <firewalls @ GreatCircle . COM>

>i'm sorry to be so ignorant, but could someone please clear this up 
for
>me?;
>
>
>IS IT POSSIBLE, using Microsofts PPTP (windows client, NT server) to
>establish a FULLY secured
>connection through FW-1 3.0? (non VPN)
>
>What i want is SECURED authentication AND secured communication:
>authenticity & confidentiality.

>thanks,
>james @
 imx-exchange .
 com .
 

Then PPTP is not for you. As mentioned in an earlier post, PPTP is 
based on PPP which uses PAP and CHAP for authentication. While this is 
fine for a dial-up line, it presents some interesting problems when 
transmitted over an open network:

PAP - Sends passwords as clear text. Provides no authentication during 
communication which means that sources are not verified. If I transmit 
data from a third station pretending to be either one of the two 
systems, the session has no checks to reject this information.

CHAP - Allows for encrypted passwords and performs authentication of 
each system at random time intervals to insure they are who they say 
they are. Systems are suppose to try CHAP first but it is not that 
difficult to make the systems drop back to PAP. 

if I can place myself between your network and the user's ISP, it's a 
straight forward process to capture their logon name and password. I 
can now use this information to create a PPTP connection myself 
(assuming you are not filtering sources on your firewall) or access 
your network via RAS dial-up if it is configured and I can figure out 
the phone number.

Despite the authentication method used, NT uses a 40 bit key for 
encryption. The problem is that the key is transmitted as part of the 
session! There is no facility in place to exchange keys out-of-band or 
to use a public/private key configuration. In short, if I capture the 
entire user's session I have all the info I need to crack the 
transmission. 

In you need "SECURED", use your firewall's VPN feature along with 
Secure ID verification.

Hope this clears things up for you.

Cheers,
Chris




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