Difficulty transferring songs from itunes to ipod

Hi
I have been using my ipod and itunes for a few years and have rarely met a problem that i couldn't find an answer to.
This however is very frustrating and i cannot solve, when plugging my ipod into my computer, it appears in itunes and begins to 'sync' music from itunes to my ipod.
However it will sometimes only upload a quarter, or half of the songs on my itunes and then say 'ok to disconnect'.
On other occasions it will say itunes cannot read ipod and it will make me restore my ipod. On some occasions it will transfer all but 100 of my songs, then i plug it in again and only 5 will transfer.All of my songs will play in itunes and itunes recognises all of my songs need to be transferred, but will still say 'ok to disconnect' on itunes and on the ipod even though only half the songs have transferred.
It has me baffled, i have tried installing the newest and older versions of itunes, i have tried changing the letter of the drive from E: to G: i have read itunes support and scanned the forums and i can not find an answer. This has only just occured after 3 or so years of using itunes and ipod.
Please help, any thoughts or ideas would be much welcome as this is driving me insane!
Thanks

Ditto that. I wonder why. Hm, anyway, I'm calling the 800 when I wake up tomorrow. I'll post an answer if they help me at all.

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Difficulty transferring songs from itunes to ipod

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