Efficient synthesis of N-benzyloxycarbonyl-and N-tert-butoxycarbonyl-(S)-isoserine and their derivatives

R Andruszkiewicz, M Wyszogrodzka

Index: Andruszkiewicz, Ryszard; Wyszogrodzka, Monika Synlett, 2002 , # 12 p. 2101 - 2103

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Citation Number: 8

Abstract

The preparation of the title compounds was carried out from enantiomerically pure 1-monoesters of (S)-malic acid, which are easily accessible from (S)-malic acid 1 by adopting a literature reported procedure, [11] in which treatment of malic acid with trifluoroacetic acid anhydride furnished the corresponding trifluoroacetate of (S)-malic anhydride (Scheme [1] ). Regioselective opening of the anhydride with one equivalent of anhydrous benzyl or methyl alcohol provided ...