MacOS native VPN can’t cifs:// into file server on another network

Step 1, create two plain text files named ip-up and ip-down in /etc/ppp and make the two files executable:

$ sudo touch /etc/ppp/ip-{up,down}
$ sudo chmod +x /etc/ppp/ip-{up,down}

Step 2, modify the file ip-up, add the following:

#!/bin/sh
export PATH="/bin:/sbin:/usr/sbin:/usr/bin"

OLDGW=`netstat -nr | grep '^default' | grep -v 'ppp' | sed 's/default *\([0-9\.]*\) .*/\1/'`

if [ ! -e /tmp/pptp_oldgw ]; then
    echo "${OLDGW}" > /tmp/pptp_oldgw
fi

dscacheutil -flushcache
route add 10.4.0.0/24 "${OLDGW}"

Step 3, modify the ip-down, add the following:

#!/bin/sh
export PATH="/bin:/sbin:/usr/sbin:/usr/bin"

if [ ! -e /tmp/pptp_oldgw ]; then
        exit 0
fi

ODLGW=`cat /tmp/pptp_oldgw`

route delete 10.4.0.0/24 "${OLDGW}"
rm /tmp/pptp_oldgw

Maybe ControlPlane can help you.

ControlPlane allows you to build configuration profiles, contexts in ControlPlane lingo, for your Mac based on where you are or what you are doing.

ControlPlane determines where you are or what you are doing based on a number of available evidence sources and then automatically reconfigures your Mac based on your preferences. Evidence sources can include your current location, visible WiFi networks, attached USB devices, running applications and more. You can even write your own evidence sources using shell scripts!