Windows 2012 R2 RDWEB on a different port number

Hi All,
I am having a big problem at the moment.
When I launch apps on the Windows 2012 Remote Session Host server it keeps prompting for credentials.
I have 2 VMs under Hyperv-2012 R2:
VM1 is an Exchange 2010 server with OWA on port 443
VM2 is a Windows 2012 R2 Remote Desktop Session Host server which is also on port 443 for the gateway.
Both servers have a domain verified SAN certificate installed.
We only have 1 public IP address and HTTPS goes to the exchange server(OWA). There is a rule in the router for this.
To access the RDWEB I thought I create an inbound rule on the router to redirect traffic on port 1443 to port 443 an point to the internal IP address for the RDP server.
Therefore when from outside I type:
httsp://mail.domain.com:1443/rdweb, I get to the logon page after I supply my credentials, but when I launch the remote app I get the logon prompt repeatedly.
Then I changed the HTTPS in the router to my terminal server instead of the exchange server, and it works perfectly.
But I need port 443 for owa.
So I went in the RD gateway config and change the port in there from 443 to 1443 thinking this would do the trick, but it does not.
When I tried to access RDWEB from the outside it prompts again.
Are there any other ports I have to open for this to work on port 1443?
Maybe it has to do with the digital certificate not working with non standard ports?
Any help appreciated.
Thanks and regards
Ipnotech

Hi,
1. What is the name on the certificate assigned to the various RDS purposes listed in Server Manager -- RDS -- Overview -- Deployment -- Certificates tab?
2. Please run the following commands in an administrator powershell prompt:
Import-Module RemoteDesktop
Set-RDSessionCollectionConfiguration -CollectionName QuickSessionCollection -CustomRdpProperty "gatewayhostname:s:yourgateway.domain.com:1443"
In the above please substitute the public FQDN for your RDG server (mail.domain.com.au:1443).
3. In RD Gateway Manager, Properties of your server, Transport settings tab, please set both TCP and UDP ports to 1443.
4. On your firewall, please forward TCP port 1443 and UDP port 1443 to your RDG server.
5. Please double-click Set-RDPublishedName.ps1, agree to run it if you get the security prompt, and then enter the FQDN that matches what is on the certificate you are using.
6. After completing the above please refresh the RDWeb page if you have it open already, and then reply back with any error messages you may be receiving.
Please note that if you are using the same FQDN as your Exchange server you may need to reconfigure things a bit in order to make it work. For example, an outside user connects to the RDG using FQDN of mail.domain.com.au, then the RDG will attempt
to connect to mail.domain.com.au (internally), and of course it will be connecting to the Exchange server using the internal ip address. That is why I was suggesting a different name (and certificate) for your RDS server, like remote.domain.com.au.
It would be a single-name certificate which is inexpensive.
The DNS records both internal and external.
Thanks.
-TP

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