You can take a look at the Wikipedia site for Defense Distributed, which filed suit against the state department for blocking the distribution of CAD files under export control rules. It hasn't been smooth sailing, but many of the legal cases seem to be breaking in the direction of DD. Of course that case is more complicated given that there is both a 1A and a 2A argument.
How did the 1A defense work out for sharing "Ghost gun" CAD files?