How do I sync old Nano to new MacBook

I bought a new macbook when my old ibook died. now i have all of my music from the ibook on my nano, but have no idea how to sync the nano to the macbook (which i also have music downloaded on itunes) without loosing any or all music. I downloaded YamiPod and tried to run it but everytime it starts to go, itunes pops up, even though I quit the program and i cant find a default reset anywhere.. does this make sense?? Can someone please help???
MacBook   Mac OS X (10.4.6)  

If your iPod is set to update automatically you just need take care when connecting back to your new computer and an empty iTunes. When you get the a message that your iPod is linked to a different library and asking if you want to link to this one and replace all your songs etc, press *No* (or "Cancel" if you are using iTunes 7). Pressing "Yes" (or Erase and Sync in iTunes 7) will irretrievably remove all songs from your iPod. Your iPod should appear in the iTunes source list from where you can change the update setting to manual and use your iPod without the risk of accidentally erasing it. In iTunes 7 Check the "manually manage music and videos" box in Summary then press the Apply button. Don't uncheck Sync Music it will be unchecked by default when you choose the manual setting: Managing content manually on iPod
Changing to manual update will also enable your iPod for disk use and you need this option on to use Yamipod. Keep your iPod in manual mode until you have reloaded your iTunes and you are happy with your playlists etc then it will be safe to return it auto-sync again.

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    - deTune (free) - http://www.headlightsoft.com/detune/ - Mac, 10.5+
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    - Sharepod (free) - http://download.cnet.com/SharePod/3000-2141_4-10794489.html?tag=mncol;2 - Windows
    - Snowfox/iMedia - http://www.mac-videoconverter.com/imedia-transfer-mac.html - Mac & PC
    - iexplorer (free) - http://www.macroplant.com/iexplorer/ - Mac&PC
    - Yamipod (free) - http://www.yamipod.com/main/modules/downloads/ - PC, Linux, Mac [Still updated for use on newer devices? No edits to site since 2010.]
    - 2010 Post by Zevoneer: iPod media recovery options - https://discussions.apple.com/message/11624224 - this is an older post and many of the links are also for old posts, so bear this in mind when reading them.
    Syncing to a "New" Computer or replacing a "crashed" Hard Drive - https://discussions.apple.com/docs/DOC-3141 - dates from 2008 and some outdated information now.
    Copying Content from your iPod to your Computer - The Definitive Guide - http://www.ilounge.com/index.php/articles/comments/copying-music-from-ipod-to-co mputer/ - Information about use in disk mode pertains only to older model iPods.
    Get Your Music Off of Your iPod - http://howto.wired.com/wiki/Get_Your_Music_Off_of_Your_iPod - I am not sure but this may only work with some models and not newer Touch, iPhone, or iPad.
    Additional information here https://discussions.apple.com/message/18324797

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