New Ipod Classic 160Gb not recognising songs in Itunes library

I have just purchased a new Ipod Classic. There are 800 songs in my Itunes library that are not syncing to the new Ipod. There were no problems with my old Ipod 5th Gen.
The songs that are not syncing are songs that I have loaded into Itunes from my own CDs.
Does anybody know why or how to fix this problem.
I am not manually syncing, I have told Itunes that I want to sync all songs with this new Ipod.

This is Apple's brilliant new marketing scheme: we'll make all our new iPods NON compatible with older OSX's - then, oh my god! People will be forced to pay for an OS upgrade. Just another example of how Apple loooves to wow us with their sleek functioning products, then hit a us with a curveball (machines die the day your warranty is up, items not compatible) and hope we will still be wowed by their products. My iPod died after a hearty 2 years of service (NOT long enough after having spent $300 on it), I go out to buy a new itouch, and what do you know - not compatible with my itunes. Now cannot get my 5000 songs onto my portable music player. Wish I could use a Zune.

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