My iTunes library will not connect to my iPod, nor will it show the purchases made on that iPod from the last 2 years. What can I do to get that music on my laptop?

When trying to burn a CD, I realised that a LOT of my music (over 700 songs) are not on my laptop. I try and sync my iPod frequently however, a notice pops up saying 'erase and sync' or do nothing. Due to the fact the not all my music is not on my laptop I choose the option to do nothing. This has been going on for about 2 years now and I am struggling to find a solution.
All those new purchases that I have brought through my iPod in the last 2 years do not show up on my account settings nor as an option to download through iCloud. I understand this may be a simple fix, however I am not an expert in this field.
Any suggestions as to how to solve my problem are greatly appreciated.

If you're referring to Microsoft Remote Desktop Connection then you need to post your question on a Microsoft forum as this forum is for troubleshooting Apple Remote Desktop...apples software for managing Mac on your network.
Please clarify which software you're referring to.

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