The problem we are facing is when adding a new account to Outlook, the Autodiscovery service is unable to find the autodiscover.xml file as the SMTP domain for the e-mail address is different to that of the exchange server i.e email@example.com exchange server is exchangeserver.local. So Outlook looks for https://domain.com:443/Autodiscover/Autodiscover.xml which does not contain the .xml file as our sever is on https://exchangeserver.local:443/Autodiscover/Autodiscover.xml
Is there a way for this to be redirected from the SMTP domain to our exchange server? The autodiscover.domain.com is pointing to autodiscover.outlook.com which is our ActiveSync service that then points to our internal Exchange server.
External users who have been able to connect after entering the settings in manually are prompted with a login credentials box every 6-8 minutes which says connecting to firstname.lastname@example.org.
We are using Exchange server 2010 with an external facing Outlook Web Access server on owa.domain.com which has SANs that include the internal domain name of our exchange server as well as autodiscover.domain.com. The only SAN that is missing is the root domain for the SMTP address.