I have a 16GB iPhone 3GS. Tried synching my phone through iTunes (11.0.1 I think... on a 2009 Macbook Pro). Now when I connect to iTunes, it says it does not recognise the content on my phone. Is this because my phone (and laptop) are too old?

I have a 16GB iPhone 3GS. Tried synching my phone through iTunes (11.0.1 I think... on a 2009 Macbook Pro). Now when I connect to iTunes, it says it does not recognise the content on my phone. Is this because my phone (and laptop) are too old?
Also, when I tried to Restore the settings, an Error Message pops up that says " The iPhone software update server could not be contacted. The requested resource was not found.
I'm trying to free up space on my phone by removing [literally] thousands of old photos which were originally synched to the phone, because I had forgotten to uncheck the photos button when I synched it ages ago.
I have also tried synching it on my 24" iMac (running OSX Snow Leopard). But again, when I try restoring the phone through itunes, it says the file is corrupted. It sggests unplugging the device, and then plugging it in again. I have done this numerous times with no success.
I'm guessing it must be because my phone (and versions of iTunes, and OSX) are all too old.
Please can anybody help.
Cheers,
Dan_nz.

There are multiple reasons that lead to issue. You should read the troubleshooting guide to get the right solution to solve the issue: iPhone, iPad, or iPod touch not recognized in iTunes for Windows - Apple Support

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