Convenient Procedures for the Synthesis of N-BOC-D-Serinal Acetonide from L-Serine

A Avenoza, C Cativiela, F Corzana, JM Peregrina…

Index: Avenoza; Cativiela; Corzana; Peregrina; Zurbano Synthesis, 1997 , # 10 p. 1146 - 1150

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Citation Number: 18

Abstract

In order to improve the synthetic method for D-serinal (2) by attempting to minimize the number of steps involved, the hydroxy group of N-BOC-L-serine methyl ester 6 (obtained by conversion of the carboxylic acid and amino groups of L-serine 3 into the methyl ester and tert-butoxycarbonylamino groups, respectively) was protected with tert-butyldiphenylsilyl chloride16 and the methyl ester group was subsequently reduced to obtain compound 8. ...