Tetrahedron: Asymmetry

Efficient access to N-protected derivatives of (R, R, R)-and (S, S, S)-octahydroindole-2-carboxylic acid by HPLC resolution

FJ Sayago, AI Jimenez, C Cativiela

Index: Sayago, Francisco J.; Jimenez, Ana I.; Cativiela, Carlos Tetrahedron Asymmetry, 2007 , vol. 18, # 19 p. 2358 - 2364

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Citation Number: 18

Abstract

The preparation of the proline analogue (2S, 3aS, 7aS)-octahydroindole-2-carboxylic acid (Oic) and its enantiomer,(2R, 3aR, 7aR)-Oic, is described. A racemic precursor has been synthesized in good yield and subjected to HPLC resolution on a chiral column. The high efficiency of both the synthetic and chromatographic procedures has allowed the isolation of multigram quantities of each amino acid in enantiomerically pure form and suitably ...

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