Lipase-catalyzed resolution of both enantiomers of Ornidazole and some analogues

…, TG Cooper, R Fröhlich, J Prigge, G Haufe

Index: Skupin, Rolf; Cooper, Trevor G.; Froehlich, Roland; Prigge, Joerg; Haufe, Guenter Tetrahedron Asymmetry, 1997 , vol. 8, # 14 p. 2453 - 2464

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Citation Number: 32

Abstract

The resolution of the enantiomers of the chemotherapeutic Ornidazole (Tiberal®) 1a was achieved by acetylation of the racemic compound with vinylacetate in the presence of lipase Amano PS (from Pseudomonas cepacia). The halogen analogues 4a–6a and the corresponding 4-nitro-derivatives 1b and 4b–6b were also synthesized and the enantiomers were separated by kinetic enzymatic resolution. The absolute configuration of two ...