LIPASE-CATALYZED RESOLUTION OF BOTH ENANTIOMERS OF OMIDAZOLE AND SOMEANALOGS

Authors
SKUPIN R COOPER TG FROHLICH R PRIGGE J HAUFE G
Citation
R. Skupin et al., LIPASE-CATALYZED RESOLUTION OF BOTH ENANTIOMERS OF OMIDAZOLE AND SOMEANALOGS, Tetrahedron : asymmetry, 8(14), 1997, pp. 2453-2464
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
8
Issue
14
Year of publication
1997
Pages
2453 - 2464
Database
ISI
SICI code
0957-4166(1997)8:14<2453:LROBEO>2.0.ZU;2-X
Abstract
The resolution of the enantiomers of the chemotherapeutic Ornidazole ( Tiberal((R))) 1a was achieved by acetylation of the racemic compound w ith vinylacetate in the presence of lipase Amano PS (from Pseudomonas cepacia). The halogen analogues 4a-6a and the corresponding 4-nitro-de rivatives 1b and 4b-6b were also synthesized and the enantiomers were separated by kinetic enzymatic resolution. The absolute configuration of two compounds was determined by X-ray crystallography. (C) 1997 Els evier Science Ltd.