Synthesis of Nonproteinogenic (R)??or (S)??Amino Acids Analogues of Phenylalanine, Isotopically Labelled and Cyclic Amino Acids from tert??Butyl 2??(tert??Butyl)??3?? …

D Seebach, E Dziadulewicz, L Behrendt…

Index: Seebach, Dieter; Dziadulewicz, Edward; Behrendt, Linda; Cantoreggi, Sergio; Fitzi, Robert Liebigs Annalen der Chemie, 1989 , p. 1215 - 1232

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Citation Number: 62

Abstract

Abstract The enantiomerically pure glycine derivatives (R)-and (S)-Boc-BMI, commercially available on a kg scale, are used as starting materials (Scheme 1) for the preparation of (i) open-chain amino acids such as α-deuterio amino acids (4, 5), β-arylalanines (2), aspartic acid derivatives (6, 7a, 8), or ω-halo amino acids (7b, c, 12, 13, 16, 17, 19, 22),(ii) of α- aminocycloalkanecarboxylic acids (9, 11), and (iii) of heterocyclic α-amino acids (14, 15, ...