Tetrahedron: Asymmetry

Chemo-enzymatic approach to the synthesis of the antithrombotic clopidogrel

P Ferraboschi, M De Mieri, F Galimberti

Index: Ferraboschi, Patrizia; Mieri, Maria De; Galimberti, Fiorella Tetrahedron Asymmetry, 2010 , vol. 21, # 17 p. 2136 - 2141

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Citation Number: 21

Abstract

The (S)-2-chlorophenylglycine moiety is well recognized in the structure of (S)-clopidogrel, a known antithrombotic drug. We prepared an enantiomerically pure chiral building block via an enzyme-catalyzed resolution of (RS)-N-Boc-2-chlorophenylglycine methylester. The best results were obtained by means of an immobilized subtilisin, the cross-linked enzyme aggregate (Alcalase-CLEA®). The high enantiomeric excess of the synthon obtained ...