Benzyl Chloroformate

A Nucleophilic Deprotection of Carbamate Mediated by 2-Mercaptoethanol

“…Carbamates − have been widely used to protect amines due to their ease of installation and stability under many different reaction conditions. Typically, carbamates can be introduced via reaction of the amine of interest with the corresponding chloroformate reagents, such as benzyl or allyl chloroformate, giving the Cbz [or Z] or Alloc protecting groups, respectively (Figure A). The Cbz carbamate remains a popular choice among the various readily accessible groups, largely due to the mild Pd-catalyzed hydrogenolysis conditions that are commonly employed for the eventual unmasking of the desired amine.…”