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May 29, 2013 6:24 AM in response to BrittBerk22by matt00,Hey BrittBerk22,
When encountering a message about an unsuccessful connection to the update server, the following article will provide more information and potentially lead to a resolution:
iTunes for Windows: iTunes cannot contact the iPhone, iPad, or iPod software update server
http://support.apple.com/kb/TS1814
Thanks,
Matt M.