Post by Jimchip Post by Palas
I would like to know how to deprotect the Cbz group from arginine. Is
there any method other than using hydrogenation reaction with
palladised carbon or palladium hydroxide.
If there is a method then can anyone tell me the rpocedure for it.
I would be greatful if you help me out in this.
I've heard of acid and thioanisole but I've never done it. What's wrong with
No personal experience, but Greene and Greene say that the standard
non-hydrogenation method for cleaving carbamates is base, not acid (N-phenyl
carbamate protecting an alcohol in specific--hydrogenolysis won't work in
that case, absent a benzylic C-N or C-O bond). Of course, that may be
because they're talking about carbamates used in nucleotide synthesis, and
nucleobases are susceptible to acid cleavage. They also say that carbamates
are less susceptible than ordinary esters to hydrolysis, so you may have to
beat on it, either way. Also, in argnine, I would also watch out for
guanidine cleavage under hydrolytic conditions.