Synthesis of enantiopure α-deuteriated Boc-L-amino acids

Y Elemes, U Ragnarsson

Index: Elemes, Yiannis; Ragnarsson, Ulf Journal of the Chemical Society - Perkin Transactions 1, 1996 , # 6 p. 537 - 540

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Citation Number: 5

Abstract

An alternative scheme for the synthesis of enantiopure α-deuteriated amino acids from a common intermediate is presented. Methyl bis (methylsulfanyl) methylene [2, 2-2H2] glycinate was prepared in a mixture of MeOD and D2O with a catalytic amount of Na2CO3 and attached to (2R)-bornane-10, 2-sultam. Alkylation of the corresponding enolate provided intermediates which after careful purification were first deprotected on nitrogen ...