Unable to set Send As permissions for email account that is associated with a UPN domain

Ok, so here it goes...

My domain has a few UPN domains associated with it. When an email account gets created, our Exchange 2010 server assigns 3 email addresses, each with the same username, and each ending in my domains.  

On our Exchange, I have created a general user account called Invoices. I am trying to set permissions for some of my users to send as that Invoices account, but I constantly get a permission denied from sending as this user message. I have ensured that the email account is not hidden from the GAL and double and triple checked that the permissions were set correctly in Exchange. Waited several hours and I still get the message denied error.

What am I missing?
Luis_RomeroAsked:
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Luis_RomeroAuthor Commented:
This issue is now resolved. I rebooted the server over the weekend for updates and everything seems to be working now.
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Nick RhodeIT DirectorCommented:
I think you have to restart the Microsoft Exchange Information Store service and it should apply.  Typically it should have applied within roughly 2 hours.
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Luis_RomeroAuthor Commented:
Yes, even after restarting the MIS and the wait. I made the changes now 4 hours ago. Plenty of time for the changes to take effect.
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Luis_RomeroAuthor Commented:
The thing is, I have had no problems in the past in doing this. I set the send as permission for our regular domain, after a while it works. But this is the first time we have done Send As permissions for our other domain... Theoretically it should have the same results.
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Simon Butler (Sembee)ConsultantCommented:
Exchange works at the forest level, it doesn't care about UPNs etc because the underlying identifier is the same.

When you look at the account, are the permissions still listed? If you look through ADUC, do you see the permissions there? This can be a sign of poor DC replication.

Simon.
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Luis_RomeroAuthor Commented:
Yes, the permissions are still listed in EMC and in ADUC...
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Luis_RomeroAuthor Commented:
A server reboot resolved the issue.
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