Hello ! I'm designing a scaffold-structure in which at one point I have an ethyl ester, a substituted amide ( with different kind of substituents, thiazolyl, alkyl C-terminal halides, phenyl, naphthalene, pyridine etc.) and a cyclic amine acylated with Boc anhydride. I'm thinking, if I really really need to deprotect that cyclic amine would this affect and destroy the ethyl ester and the other amide? I'm thinking TFA would be a well known reagent for deprotection of an amine acylated by boc anhydride. Is this feasible? I know that probably the answer to everything related to why and how and to be or not to be, like always is, try it, and you'll see but I really wanted to see your perspective on this topic, I really,strongly doubt it that nobody has ever dealt with this kind of situation.

Thank you!