Hello, friend. You may try these steps.
1. Update iTunes to the latest version
2. Check the USB cable
3. Verify that Apple Mobile Device Support is installed
4. Restart the Apple Mobile Device Service and verify that the Apple Mobile Device USB Driver is installed
5. You may try this iPod file manager, it's a nice iTunes alternative that can help you manage iPod files including delete, upload, play, copy, etc.
6. Check for third-party software conflicts.