Well there’s definitely some discussion on this chip in TTGO T3 with WCH CH9102F USB Modem won't flash in Mac OS! and Mac upload fails to /dev/tty.usbmodem52D60049421 in regards to it not working with either the OS or some tools.
Does it also not work in the Arduino IDE when selecthing this port? Then it might be a bug in either the driver (e.g., missing DTR/RTS control needed for reset) or esptool.py.