Question

ISA2006 Authenticates correctly integrated but not Digest

Asked by: sethale

I've got an ISA Server 2006 running on MS Windows 2K3 Server in a single interface configuration mode with a web proxy configuration and am having problems getting HTTPS proxying to work correctly.

HTTP works fine in any mode correctly prompting for username and password from an IE7 browser, authenticating fine and permitting access to the site however whenever I attempt a HTTPS connection it attempts 3 times then drops out with a 407 error (HTTP 407 Proxy Authentication Required - The ISA Server requires authorization to fulfill the request. Access to the Web Proxy service is denied. (12209) Internet Security and Acceleration Server).  But this is logged as being part of the rule body, the actual ISA log line is a 443 SSL permitted entry but with an anonymous username.

If I check it as integrated authentication however everything works fine for the IE browser for both HTTP/HTTPS, but unfortunately due to some application requirements I can't settle for that.

Does anybody have any tips for why HTTPS requests may be getting treated as anonymous user client->server when authenticating in digest mode?

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Asked On
2009-09-07 at 17:46:23ID24713584
Tags

Microsoft ISA 2006 Proxy

Topics

Windows 2003 Server

,

MS Forefront-ISA

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Answers

 

by: keith_alabasterPosted on 2009-09-08 at 06:02:37ID: 25281381

Would expect this to be windows authentication or basic.

 

by: sethalePosted on 2009-09-08 at 16:47:35ID: 25287174

Windows authentication is the same thing as integrated I believe, where it passes authentication data automatically from the host machine based on its domain login.

Basic isn't an option as it sends passwords in clear text, but I tested it out of curiosity for behaviour and that authentication method also works.

Almost seems like in proxying the SSL connection its getting confused by having two forms of encryption, does the server certificate potentially need to be issued by a domain bound CA rather than a root CA (i.e. verisign)?

 

by: keith_alabasterPosted on 2009-09-09 at 11:11:47ID: 25293992

No, it doesn't. The way it is generally done is that the server you will be publishing, such as an IIS server, generates the certificate request. You use this with verisign or whoever and they send you back a certificate. You then use that cert to satisfy the cert request you made. When done, you export that certificate with the private key and then import it into the ISA servers machine account personal store.

Then, depending on how you use the publishing wizard on ISA, you can select the cert and decide on whether ISA is check for credentials or pass this across to the published server to check. the decisions you make with the publishing rule dictates what authentication methods etc can be used.

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