I think there are some answers to be found in technological histories, both creative tools and otherwise. The main point to consider is that new technologies augment the possibilities - outright
replacement is actually the unusual case, because there's always some odd reason to have the old stuff around.
Artistic workflows definitely rank among those reasons; they do tend towards Taylorist efficiency when the artist doesn't want a restriction, but desire to be a maximally efficient artist in every aspect can lead to a deep probing of your motivations for doing any art to begin with, instead of just jotting down what the piece is supposed to be. So most artists will take on at least one technical restriction of some kind, consciously or no. That restriction subsequently guides and shapes everything else they're doing.
So for people who want their focus to actually be built on the limitations of analog, they need analog. Period. And that isn't most people, since there are many other ways to go about setting limitations, and what is usually needed when it's called for is an indication of analog, not its every nuance and imperfection. But like a car enthusiast who can enjoy old and inefficient designs, someone who really cares about analog audio will want to have the experience of the real stuff, despite the painstaking elements of doing so.
edit: And I welcome digital imitations. The newest VA synths really capture the imperfections of old stuff in a way I haven't heard from previous attempts, and I want to use them for that. But I don't want to have an analog box to tote around and maintain.