I have almost lost a very expensive $400 tire using extensions and possibly lost a tire due to an extension on a vehicle I had just purchased. So I am not a big fan of extensions. Even the quality ones with beaded stainless steel are cheap rubber inside!
So I have the proper valve stems for my wheels and carry a small compressor with a straight foot dual head inflator. https://www.amazon.com/CZC-AUTO-Inflatable-Compatible-Accessories/dp/B07QNNDBLQ?SubscriptionId=AKIAILSHYYTFIVPWUY6Q&tag=duckduckgo-ffsb-20&linkCode=xm2&camp=2025&creative=165953&creativeASIN=B07QNNDBLQ
I bought a TPMS system with the type of sensor that mounts to the end of the valve stem. It is a real struggle to get the sensor on and off through that little hole to add air to the tire. Even my wife with her child sized hands has an issue with it. So I threw in the towel and use the braided flexible extensions for the inner duallys with the sensors attached to the extensions. At least if they leak the TPMS will notify me.