IPod won't sync all music to iTunes

I recently got a new Macbook Pro and needed to transfer over all of my music on iTunes from my old laptop. My iPod Touch has enough space to hold my entire iTunes library, so I synced it with the iTunes library on my old laptop, got everything onto it, and then synced it with my new Macbook Pro.
However, the iTunes on my Mac refuses to sync any music from my iPod that was not purchased from the iTunes store at some point. 75% of my music is from CDs and so 75% of my music will not transfer from my iPod to my iTunes.
I can't adjust anything on the tab on iTunes for syncing all music/entire library because I get a message saying if I do this all of the content on my iPod will be erased and replaced with what is currently in iTunes, which is barely anything.
All I've ever done is fought with iTunes every single time I try to do anything significant with it and I'm sick of it. I don't understand why iTunes won't simply take all the music from my iPod and put it into the library. That's all I want.
Please, can anyone help me with this?

OK after a long night I think I have answered my own question. I hope this helps others who may have experienced the same level of frustration I have.
If your music won't download from iTunes to your iPod because it is not 'authorised' see if this helps.
Go to the album or song that is not 'authorising'. Select it and push play. It should ask you for authorisation or a username and password. Put in your username and password, it should then go to iTunes store and it will now be authorised.
Be careful not to make the same mistake that I made and have multiple iTunes Store accounts. Mainly because I think it creates these problems on transfer of your library and secondly because you may not remember the password. If you forget the password, then simply get iTunes store to resend it. The only problem may be if your email account no longer exists. Mine does, so not sure what happens if it doesn't.
This in itself may not fix the problem either. I noticed on the left hand side of the music library, met to the song names etc, the '!" symbol in the column. This will also prevent it copying to your iPod. I am not technical, but it seems it lost the file path in transfer. Just double click the song and it will ask you if you want to find the path. Click yes and then search through iTunes library until you find the song. Double click the song and bingo you should now be able to transfer the music.
It took less time for me to finish by Business Degree, but its the only way I found to get around all the authorisation problems
Hope this helps

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And welcome to Apple Discussions!
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OK after a long night I think I have answered my own question. I hope this helps others who may have experienced the same level of frustration I have.
If your music won't download from iTunes to your iPod because it is not 'authorised' see if this helps.
Go to the album or song that is not 'authorising'. Select it and push play. It should ask you for authorisation or a username and password. Put in your username and password, it should then go to iTunes store and it will now be authorised.
Be careful not to make the same mistake that I made and have multiple iTunes Store accounts. Mainly because I think it creates these problems on transfer of your library and secondly because you may not remember the password. If you forget the password, then simply get iTunes store to resend it. The only problem may be if your email account no longer exists. Mine does, so not sure what happens if it doesn't.
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http://support.apple.com/kb/HT1808
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This device is not eligible for the requested build: Also sometimes displayed as an "error 3194." If you receive this alert, update to the latest version of iTunes. Third-party security software or router security settings can also cause this issue. To resolve this, follow Troubleshooting security software issues.
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Above from:
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desktop:
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Compaq Presario 6000 Windows XP Home

First I'll explain whats happened. when you moved the folder to a shared folder, then tried to update the iPod it wiped it out because iTUnes had no songs in it. All music shared over a network will not update to iPod, the songs have to be on the PCs harddrive.
What you need to do first is place the folder on the "Old" PC back to its default location in the "My MUisc" folder. It gets confusing because theres 2 iTUnes folders, one is named "iTUnes" the other is inside this one named "iTunes Music". So the "iTUnes" folder needs to be in the "My Music FOlder and the "iTUnes Music" one needs to be in the "Itunes" folder.
Once you have placed it back open iTUnes and make sure all the ! marks beside the songs are gone. DON'T UPDATE YOUR IPOD!!!! Since its already blank, you can use the whole iPOd harddrive to transfer the songs over. Hold down the shift and Ctrl keys. While holding them down connect the iPod let iTUnes open, and when it list the ipod, let go of the keys. this will stop an auto update from happening.
Now rightclick ipod in iTUnes, hit options, select "Manual Update". Now your iPod will be set to transfer. go here and follow the directions for moving the whole iTUnes library and songs to your new laptop. http://docs.info.apple.com/article.html?artnum=300173
Once everything is transfered over you can rightclick the ipod and set it back to auto update or whatever you had it on and uncheck "Enable Disk Use"
I also see you have a toshiba laptop, iPOd has issues with some toshibas so this artical may also be of help if you have troble getting the laptop to see your iPod http://docs.info.apple.com/article.html?artnum=300836

IPod won't sync all music to iTunes

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