Selective deprotection of phenacyl, benzyl and methyl esters of N-protected amino acids and dipeptides and N-protected amino acids benzyl ester linked to resins with …

CJ Salomon, EG Mata, OA Mascaretti

Index: Salomon, Claudio J.; Mata, Ernesto G.; Mascaretti, Oreste A. Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 10 p. 995 - 999

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Citation Number: 13

Abstract

Phenacyl, methyl and benzyl esters of variousN-α-Boc, N-α-Cbz or N, N-dimethylamino protected amino acids and dipeptides, as well as esters of N-α-protected amino acids linked to Wang and Pam resins have been efficiently and chemoselectively cleaved by bis (tributyltin) oxide in aprotic solvents to give the corresponding carboxylic acids in good yields. Moreover, the absence of racemization during the deprotection has been ...

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