Can't Connect Outlook to Office 365 Exchange Server
You tagged this as Outlook 2007 so I'm assuming that is the version you are using. Make sure you have all the patches and service packs installed for Office. You must be on SP3. Login to portal....
Prevent Out of Office Reply For Forwarded Messages
you could possibly create a distribution-group with the "user 2" (or forward to address) joined to it and disable the autoreply in MSECP/Receipient Config/distributiongroups/name-of-the-group/...
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