Problems with OAB and Certificates on Exchange Server 2010

Question

We have an Exchange Server 2003, and installed a new Exchange server 2010 on another machine, but we have some issues:

• Some users "Can" download The OAB and othes don´t
• When Outlook is opened it asks for the username and password of the authentificated user

We already have tried a lot of methods to solve this without success.

If you need more info just ask.

Update:

I used some commands to get info about the server here they are:

1. Get the subject names configured on the certificate assigned to the Exchange server

Command

Get-ExchangeCertificate | where { $_.Services.ToString().Contains(“IIS”) –eq $true } | fl Cert*

Result

CertificateDomains : {mail.mydomain.com, canchancha18.mydomain.com, autodiscover.mydomain.com} CertificateRequest :

2. Get the service connection point URL used by Outlook to locate the Autodiscover service

Command

Get-ClientAccessServer CasServerName | fl AutoDiscoverServiceInternalUri

Result

AutoDiscoverServiceInternalUri : https://canchancha18.mydomain.com/Autodiscover/Autodiscover.xml

3. Get the Exchange Web Services URL values

Command

Get-WebServicesVirtualDirectory | fl *Url

Result

InternalNLBBypassUrl : https://canchancha18.mydomain.com/ews/exchange.asmx
InternalUrl          : https://canchancha18.mydomain.com/EWS/Exchange.asmx
ExternalUrl          : https://canchancha02.mydomain.com/ews/exchange.asmx

Note

It bothers me that The ExternalUrl Here is pointing to the Old Exchange 2003 server (canchancha02) and not the Exchange 2010 server (canchancha18).

4. Get the Offline Address Book URL values

Command

Get-OabVirtualDirectory | fl *Url

Result

InternalUrl : http://canchancha18.decandido.com/OAB
ExternalUrl : https://mail.decandido.com/OAB

5. Get the Autodiscover URL values

Command

Get-AutodiscoverVirtualDirectory | fl *Url

Result

InternalUrl :
ExternalUrl :

Note

Notice that here the directories seems to be Empty

6. Get the Outlook Anywhere FQDN

Command

Get-OutlookAnywhere | fl External*

Result

[PS] C:\Windows\system32>Get-OutlookAnywhere | fl External*
[PS] C:\Windows\system32>