Error 69 when attempting to sync iPod Classic

'Attempting to copy to the disk "_" failed. An unknown error occurred (-69).' That is the error I get. I have tried resetting my iPod, uninstalling and reinstalling iTunes, changing settings.. Nothing works. Does anyone know how to either bypass this or fix it? It loads the majority of my library but I can't find a corrupted file anywhere.. Help?

how did you resolve your issue? I have the same problem

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ITunes Error Message when attempting to sync iPod

when I try to sync my iPod with iTunes I get the message "the software required for communicating with the iPod is not installed correctly. Please reinstall iTunes to install the iPods software." I have uninstalled and reinstalled iTunes 2 or more times and i still get this message!!! does any one know how i can fix this?????

Read this thread: http://discussions.info.apple.com/webx?128@@.68ba0686
That seems to be fixing people's problems along these lines.

Ipod corrupted - Error -53 when attempting to sync 160gb ipod classic

Every time I attach my ipod to my PC (Vista) I get a windows message that the drive is corrupted. I also get to various points of the syncing process in itunes and it fails to complete as I get an itunes error message number -53. I seem to have tried everything - re-formatting drive, restoring ipod, resetting ipod, deleting files that were being synced at the time of the syncing failure, but I can't seem to solve this problem and cannot find any info on error -53 anywhere on itunes support or even when searching on the web.
Can anyone help please??
Thanks.

I am having the same problem as well with my 80GB classic. The syncing will start and then freeze at various points during the process. I have received the error -53 message and others as well after this. I have restored my ipod at least 50 times. Once I get the ipod corrupted message, vista will give me a message stating there are disk errors on the ipod drive. I have scanned the drive twice (which takes hours) and just when it is about to be done i get a message "windows unable to complete the format". I tried disabling the USB 2.0 ports to where they "aren't 2.0" and that didn't work either.
I have tried winamp, floola and anapod as well. I get similar errors on those systems as well.
I thought it might be my OS or vista but I borrowed an older ipod mini 4GB and it synced over 500 songs just fine. I also tried an ipod shuffle 1GB and it synced fine as well. I brought my ipod over to a friend's house who has an older computer that runs XP and doesn't have USB 2.0 and it synced music fine.
I have spent hours searching the internet and trying various things. This is the only post I have found so far that people are having the exact same problems as I am. I am just wondering if it is my computer or ipod classic that is the problem.
Thanks for any assistance.

Error message -39 when trying to sync iPod classic - help!

I'm trying to sync my iPod classic 160GB with my iMac desktop. I keep getting an error message that 'the iPod cannot by synced. An unknown error occurred (-39)'.
What does this mean?
How can I fix this so that I can sync the iPod?
Any suggestions welcomed as I am stuck on this problem.
thanks!

See:
iTunes: Error 13019 during sync

ITunes freezing when trying to sync iPod Classic 160

System stuff
MacBook Pro OSX 10.5.8
iTunes 10.6.1 (7)
iPod Classic 160g
This iPod is only music, no photos, podcasts, movies, anything else.
I have had no issues syncing my iPod on my MacBook Pro, until the last two times, both times coinciding with iTunes updates.
The first time i had an issue, I got error messages telling me the disk couldnt be written to, and told me to restore the disk. I did this, and after 3 times it restored and synced successfully.
Yesterday I began to sync and it worked, but was going extremely slow. In aabout 3 hours it had added about 600 songs out of 2200. (Now I know its a big sync, but I often add a lot of music at once. It's my job.) After it got that far, iTunes froze. I force closed iTunes and that ejected the iPod. I lt it rest a few minutes, restarted my computer, and plugged in the iPod again. iTunes opened, it started syncing and then froze while determining tunes to sync. So I force quit, unplugged the iPod, opened iTunes and set to not automatically sync. Plugged the iPod back in, and restored the disk. Ive done this a dozen times, at least.
If anyone has any ideas, I'd appreciate it.
Thank you in advance!!
HaP

I am also having a very simalar problem but i am glad to hear it is also happening to someone else.
I still haven't been able to decide what the actuall reson for this problem is, for a while i thought it may have been an "intel problem" as one of my frends kindly put it, but i am now lead to belive that it is a problem with the auto sync.
For a temporary solution i have been updating my ipod manually but even then it does frezze occasionaly.So i would be very intersted if anyone has any solutions or resons why it happens.
McDuff the second

Error message when attempting to sync to itunes

Recently I have been having a problem syncing my iphone (original model 16 gb OS 2.2.1 with iTunes (8.0). I get a message that says unable to read from iphone. I can work around this by forcing the iphone to reboot. I can then perform a normal sync. However, the next time I attempt to sync I get the same error message.
I would appreciate any suggestions to fix this problem.
Thanks!

The message says iTunes could not connect to the iphone " " because an error occurred while reading from the device.
This message appears as soon as the phone is connected. It is coincidental with the sound the iphone makes when it is plugged into the USB cable
I have updated to OS 10.5.7 and iTunes version 8.2 and this has not made the problem any less frequent.
As far as what I'm trying to sync, I don't know what you mean. I'm attempting to do a general periodic sync of the iphone and my Mac.

Error messages when trying to sync iPod

I get an error message when syncing my ipod touch 4th generation saying that it could not start a Sync because a sync was already in progress, which is untrue...

I would try rebooting your computer. To be more confident, I would also reset the iPod. Nothing will be lost.
Reset iPod touch: Hold down the On/Off button and the Home button at the same time for at
least ten seconds, until the Apple logo appears.

HELP: ERROR MSGS WHEN TRY TO SYNC IPOD 160GB CLASSIC

I have done the following:
Installed the latest version of Itunes
Restored my IPOD (multiple times)
Restarted computer
Tried both USB ports on CPU
Made sure I check Sync Music and Apply
Results:
A few albums are on IPOD
Get error message above
Thanks in advance for any other suggestions!

Since your song files on the computer are accessible by iTunes, I think the problem is iTunes not seeing the "required folder" on the iPod. As a test, try shutting down (powering off) the computer and disconnecting all USB devices (including any hubs). You can leave standard keyboard/mouse connected, if used. If the computer is a laptop, connect its power adapter so that it's not running on battery power. Do a Reset on the iPod
Reset your iPod - Apple Support
Start up computer, run iTunes, and connect iPod to a direct USB port by itself. Try doing a sync. Any difference?

Error -39 when trying to sync ipod touch with itunes

Does anyone know how to fix this??? I am trying to sync pics to my ipod touch and this is what error comes up. The error comes up when just trying to sync the ipod to itunes?? any help would be appreciated.
Thanks

Check this document: http://support.apple.com/kb/TS3297
The origin of this error is that you are trying to sync with the wrong version of iTunes. However, in this case it might be indicating a corrupt file. Does it always stop at the same picture? If so, try deleting the picture from the folder and syncing again.

Error message when attempting to sync with SharePoint List

When I attempt to Validate the URL in Project so that I can sync my work to a SharePoint List I receive the error message shown below. I have tried using both the regular URL and I tried TinyURL as well to see if the error was due to sheer length. I have
confirmed that the site is valid and is available. No matter what I get the following message. I have also ensured that my permission settings are all set to 'Full Access' and so I do not believe that this is the result of permission settings. Can anyone
provide some guidance as to why this message appears?
Error message:
*The SharePoint site is invalid
*The SharePoint site is currently unavailable
*The user does not have full or design permission on the SharePoint site

Hello,
Check if tasks in this plan has links to tasks in other plans (External Links). If yes, then you may be running into issue specified in below KB article.
http://support.microsoft.com/kb/2876901/en-us
Hope this helps.
Thank you,
Kiran K.

Error report when trying to sync ipod with itunes

I recently got a new ipod touch 4g and itunes initially worked really well when syncing and adding files.Recently when i plugged in my ipod and it started to sync,a pop up appeared saying that itunes had occurred an error and has to close unexpectadly...i tried reinstalling but nothing works...please help,thank you very much:-)

a pop up appeared saying that itunes had occurred an error and has to close unexpectadly
Generate another of those errors and click the "Click here" link in the error message box. What ModName and ModVer appear for you in the box that comes up? (Precise text, please.)

Error message when attempting to sync with iTunes in Windows

HELP! My IPod connects with iTunes, but as it tries to sync, it gets stuck, and I get an error message that states "Could not sync, the required file could not be found." I have reset my ipod, and updated both my iPod software and my iTunes. I also tried copying and pasting some code into notepad, as suggested ont he Apple support website. Can anyone help?

Hello,
Check if tasks in this plan has links to tasks in other plans (External Links). If yes, then you may be running into issue specified in below KB article.
http://support.microsoft.com/kb/2876901/en-us
Hope this helps.
Thank you,
Kiran K.

ITunes shuts down when attempting to sync iPod nano (4th gen)

Ever since I upgraded to iTunes8, I haven't been able to sync my iPod nano.
When I plug the nano into my laptop, iTunes pops up as usual, but then immediately stops working. A box reading: itunes has stopped working pops up, then the program closes automatically.
I have tried uninstalling/reinstalling, resetting the iPod and trying to restore the iPod to get new stuff on it, but iTunes just shut down again as it was starting to restore the iPod.
SO- I have lost everything on my iPod-- I can't use it for anything! It's really frustrating, and I'm not sure what to do at this point!
Any suggestions would be appreciated!!!

See:
iTunes cannot sync... apps not determined installed on...: Apple Support Communities
installed apps could not be determined...: Apple Support Communities

Error 14 when trying to sync iPod Touch

Hello. I tried updationg my iPhone OS for my 2nd Generation iPod Touch today and I got and error while trying to do that. I then realized that I hadn't updated my iTunes (update which was released yesterday). I updated my iTunes and then tried to update my iPod Touch again but I keep getting the same error 14, everytime!
I've tried reading Apple's support pages and nothing seems to solve my problem. I've tried restoring my iPod but it just won't let me do it. I get the same error everytime. Plus I've tried doing that on 2 different Macs. On my iMac and on my Macbook Pro. Can someone please help me? I'm afraid I might lose everything I have on my iPod Touch, not to mention the fact that I might not be able to take my music to work with me tomorrow. Please help!

Okay! I got mine to work!
It turns out the only thing I had not tried was restoring the ipod in another computer. I didn't have access to a second computer last night, so there was no way for me to try it. On a whim, I used my mom's laptop to try the restore.
Turns out it worked!
I didn't download the new version of iTunes on her laptop when prompted to. Maybe it helped I didn't, maybe did not. I don't know but I'm just relieved my touch is working again<3
I hope this helps anyone who gets this problem!
Oh! and my touch is working again with my main pc where I was originally having the Error 14 problem.
So after the restore, I think its safe to go back to the main computer where all your music, videos, apps, ect. are on
Message was edited by: dzarate

Received an unknown error -42110 when trying to sync ipod touch?

ipod touch won't sync to itunes.....and it froze up after I updated everything on it and loaded new apps. I can't get out of the frozen state?

"Error 3001," "-42110," or "5103"
This alert is related to iTunes Store movie rentals and authorization issues.
Make sure you are using the most recent version of iTunes and QuickTime. They both can be downloaded free of charge.
If your iTunes is up to date, remove the SC Info folder.
Above from:
http://support.apple.com/kb/TS3297

Error 69 when attempting to sync iPod Classic

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