Tranferring purchases from old phones to Mac

I have recently purchased a Mac Pro workbook. My old computer is a windows based pc.
I have had an iTunes account for 5 years plus. Over this period there have been various purchases made on 3-4 phones as I have upgraded. When I attach my iPhone and select transfer purchases or back up to this computer iTunes only transfers what has been purchased on my latest phone which seen as I upgraded to iPhone 6 November time is not that much.
is there anyway to force a sync of all items? I realise I can back up to iCloud however my music library is significantly above the free 5 gig allocation and I do not really want to pay for additional storage space just to perform this task. Likewise I currently do not have an external storage drive to transfer between computers.
Any help much appreciated.

Your i-device was not designed for unique storage of your media. It is not a backup device and media transfer was planned with you maintaining a master copy of your media on a computer which is itself independently backed up against loss. To use a device with a new computer you transfer the content from the old computer (or its backup) directly to the new computer, not the device to the new computer. Media syncing is one way, computer to device, updating the device content to the content on the computer, not updating or restoring content on a computer. The exception is iTunes Store purchases which can be transferred to a computer.
iTunes Store: Transferring purchases from your iOS device or iPod to a computer - http://support.apple.com/kb/HT1848 - only purchases from iTunes Store
For transferring other items from an i-device to a computer you will have to use third party commercial software. See this document by turingtest2: Recovering your iTunes library from your iPod or iOS device - https://discussions.apple.com/docs/DOC-3991
It is also possible you have made the mistake of using multiple AppleIDs to make your media purchases. That makes things a right mess and there isn't any way to undo it other than making sure you always maintain backups on your computer so you never have to sync from your phone or redownload from the Store.

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