Ipod Classic 160GB connects but does not sync to new itunes

I'm having a lot of trouble after installing the latest itunes. My iTunes picks up the ipod as a device but will not sync with it. I've tried to just sync it, ive shut down itunes and turned the ipod off and tried, i've ticked the box that says "convert higher bit rate songs to 128kps AAC" and tried to sync and unticked the box and tried as well. I have also tried going to File ->Devices->sync, and the sync button is shaded so i can't click on it. I have also reset it to factory settings and tried. I'm out of ideas, does anyone else have any?

Hello DeclanConky
Check out the article below to troubleshoot if it is software or hardware. Try starting up in Safe Mode or try it out in another user. Also when you removed iTunes, did you remove the other associated files Apple in the specific order indicated in the second article?  Let me know if this works out or need to continue troubleshooting.
iTunes for Windows Vista, Windows 7, or Windows 8: Fix unexpected quits or launch issues
http://support.apple.com/kb/ts1717
Removing and reinstalling iTunes and other software components for Windows Vista, Windows 7, or Windows 8
http://support.apple.com/kb/ht1923
Regards,
-Norm G.

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