Getting "an error occurred while backing up this iPad (-5000).

I am getting an error when trying to update my wifes gen1 iPad from 4.2.1 to whatever is the latest:
"An error occurred while backing up this iPad (-500).
Would you like to continue to update this iPad?
Continuing will result in the loss of all contents on this iPad."
Any suggestions?

Based on this article, it looks like you've had a communication issue with the iTunes Store (note where the -5000 error appears):
http://support.apple.com/kb/ts1424

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