The NWZ-E453 uses a proprietary Sony 22-pin connector. If the internal wiring is frayed, it may charge but not transfer data.
This was the official utility for moving music from iTunes or Mac folders to the Walkman. i--- Sony Walkman Nwz-e453 Driver Download
By focusing on the USB connection and using the built-in Windows drivers, you can continue to enjoy the high-fidelity audio of the NWZ-E453 on any modern operating system. The NWZ-E453 uses a proprietary Sony 22-pin connector