Sounds like your proxy is intercepting the traffic from the dmz sup.  Can you 
configure a direct route from dmz to intranet for the DMZ sup so it doesn't hit 
your proxy?  Seems like that proxy/firewall device needs the change.  You can 
telnet and connect, but when it detects http traffic it's probably intercepting 
it.  If you're able to temporarily disable the proxy, does it work?  Does netsh 
winhttp show proxy show a proxy being set on the dmz sup?
It's OK to use a separate db for the DMZ SUP.

From: [email protected] [mailto:[email protected]] On 
Behalf Of David O'Brien
Sent: Tuesday, September 30, 2014 7:43 PM
To: [email protected]
Subject: RE: [mssms] SUP in DMZ

80, 8530/8531 are open from the untrusted domain to the internal domain, and 
also the other way around for that matter. Telnet works.

I've attached the last successful wsyncmgr.log from the Primary Site. The line 
that worries me a bit is this:

DB Server not detected for SUP UntrustedMP.untrusted.test.local from SCF File. 
skipping.               SMS_WSUS_SYNC_MANAGER      1/10/2014 3:30:00 AM    
10216 (0x27E8)

WCM.log shows the installation of that SUP, but doesn't group it with the 
others. It also shows
"Attempting connection to WSUS server: UntrustedMP.untrusted.test.local, port: 
8530, useSSL: False
System.Net.WebException: The request failed with HTTP status 407: Proxy 
Authentication required.~~ at 
Microsoft.UpdateServices.Administartion.AdminProxy.CreateUpdateServer(Object[] 
args)~~ at 
Microsoft.SystemsManagementServer.WSUS.WSUSServer.ConnectToWSUSServer(String 
ServerName, Boolean UseSSL, Int32 PortNumber)
"
This, I suspect, is showing because that WSUS is trying to communicate with 
Microsoft and doesn't have a proxy set. That's how I want it, it's supposed to 
talk to the first SUP.

As I said, except for the server in the untrusted domain, all others share a 
single WSUS SQL DB. The one in the untrusted domain has its own DB.

Thanks.

From: [email protected]<mailto:[email protected]> 
[mailto:[email protected]] On Behalf Of Russ Rimmerman
Sent: Wednesday, 1 October 2014 8:17 AM
To: [email protected]<mailto:[email protected]>
Subject: RE: [mssms] SUP in DMZ

Are the ports open from the DMZ sup to the internal sup?  Any errors in 
wcm.log/wsyncmgr.log?  It sounds like the dmz sup just may not have been able 
to finish configuring yet due to firewall ports or something, so it hasn't 
gotten far enough to show that it's syncing with the internal sup.  You should 
have a port (80/443 or 8530/8531) open from DMZ sup to internal SUP so they can 
sync.

From: [email protected]<mailto:[email protected]> 
[mailto:[email protected]] On Behalf Of David O'Brien
Sent: Tuesday, September 30, 2014 4:38 PM
To: [email protected]<mailto:[email protected]>
Subject: [mssms] SUP in DMZ

Hi all,

A quick sanity check for me please:
I've got an internal domain with a SUP (Software Update Point) that's allowed 
to communicate with Microsoft (the internet for that matter) and synchronise 
all the updates. I've got a second SUP in that internal domain that's sharing a 
SQL DB with that first SUP. That second SUP syncs without any issues from the 
first SUP.
I've also got an untrusted forest with third SUP.

That third SUP, for whatever reason, thinks it doesn't need to sync from the 
first SUP, but from Microsoft.
Because it's an untrusted forest I can't have it share the SQL DB with the 
others, so I've told it to use its own SQL DB. That shouldn't however be the 
reason why it goes out to Microsoft instead of to the first SUP.

Am I missing something here? To be clear, I'm talking about the SUP itself, not 
clients.

Thanks for clearing that up for me :)
David






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