One thing you have to keep in mind regarding adaptations of movies is whether or not the film is dependent on a star performer or locale.
Which are reasons why "My Favorite Year" (Tim Curry isn't Peter O'Toole) and "Ilya, Darling" (The Mark Hellinger isn't Greece) both failed despite good scores.
I think that a musical version of "Tootsie" would fail for the same reason. Unless you got Martin Short to play it, anyone else would come up short (no pun intended) when compared to Dustin Hoffman.
And to toss in my two cents worth, I thought that "Citizen Kane" and "The Right Stuff" would make wonderful operas. And I've kicked around the idea of putting the Maurice Chevallier/Jeanette McDonald movie "Teach Me Tonight" on stage and adding other Rodgers and Hart songs from the era to fill the score out.
"A coherent existance after so many years of muddle" - Desiree' Armfelt, A Little Night Music
"Life keeps happening everyday, Say Yes" - 70, Girls, 70
"Life is what you do while you're waiting to die" - Zorba