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[Solved] iPhone/iPad/iPod Cannot Be Synced or Problem Downloading The Software with Error -39

When trying to restore iPhone/iPad/iPod via recovery mode, the popup error message below shows on iTunes: The iPhone (iPad/iPod) cannot be synced or Problem downloading the software for the iPhone (iPad/iPod). An unknown error occurred (-39)

[Solved] iPhone/iPad/iPod Cannot Be Synced or Problem Downloading The Software with Error -39

[Solved] iPhone/iPad/iPod Cannot Be Synced or Problem Downloading The Software with Error -39

iTunes error 39 mostly happens when syncing or restoring iPhone/iPad/iPod using iTunes on Mac/Windows, prevent you from the update or restore the iOS device from iTunes. The error is caused due to an issue with the backup files in which either they are blocked by Antivirus or they have been corrupted or incompatibility issues. Read on this article to know how to fix iTunes error 39.

Content Summary

Solution 1: Disable Windows Virus & Threat Protection
Solution 2: Update iTunes
Solution 3: Update Operating System
Solution 4: Remove Photo Caches

Solution 1: Disable Windows Virus & Threat Protection

Step 1: Press Windows + I button at the same time to open Windows Settings.

Step 2: Click Update & Security > Windows Security > Virus & Threat Protection > Manage Settings.

Step 3: Toggle off Real-time Protection.

Step 4: Select Yes on any prompts to successfully block the Antivirus from interfering during the backup process.

Solution 2: Update iTunes

Download the latest version of iTunes for Windows or Mac at apple.com/itunes/download/

For Mac

Step 1: Open iTunes on Mac.

Step 2: From the menu bar located at the top of the screen, choose iTunes and then scroll down and click Check for Updates.

Step 3: Follow the instructions to install the latest iTunes version.

For Windows

Step 1: Open iTunes.

Step 2: From the top menu of the iTunes window, choose Help and find Check for Updates.

Step 3: Follow the process of how to install the latest iTunes version.

Solution 3: Update Operating System

For Mac

Open the App Store on Mac OS X devices, and then switch to Updates in the toolbar. If updates are available, click the Update buttons to download and install them.

For Windows

Go to Start button > All Programs > Windows Update > Advanced Options > Select Automatic (Recommended) under Choose how updates are installed.

Solution 4: Remove Photo Caches

Find or remove the Photo Cache folders on Mac

If you sync from a Photos, iPhoto, or Aperture library, find the Photo Cache folder in its default location
Step 1: In the Finder menu, choose Go > Home.

Step 2: In the Pictures folder, find the Photos Library, iPhoto Library, or Aperture Library file.

Step 3: Right-click the file, then choose Show Package Contents.

Step 4: To remove the iPod/iPhone Photo Cache or Apple TV Photo Cache folder, drag it to the Trash.

Step 5: After deleting all photo caches then connect iPhone/iPad to Mac and open iTunes.

Step 6: Click the Sync icon from the iTunes interface.

Find or remove the Photo Cache folders on Windows

Search hard drive to find or remove the iPod or the Apple TV Photo Cache folder
Step 1: Click the magnifying glass icon at the Taskbar.

Step 2: Type iPod/iPhone Photo Cache or Apple TV Photo Cache, then Enter.

Step 3: Drag the folder to the trash.

Step 4: Restart iTunes.

Alex Lim is a certified IT Technical Support Architect with over 15 years of experience in designing, implementing, and troubleshooting complex IT systems and networks. He has worked for leading IT companies, such as Microsoft, IBM, and Cisco, providing technical support and solutions to clients across various industries and sectors. Alex has a bachelor’s degree in computer science from the National University of Singapore and a master’s degree in information security from the Massachusetts Institute of Technology. He is also the author of several best-selling books on IT technical support, such as The IT Technical Support Handbook and Troubleshooting IT Systems and Networks. Alex lives in Bandar, Johore, Malaysia with his wife and two chilrdren. You can reach him at [email protected] or follow him on Website | Twitter | Facebook

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