A biocatalytic resolution of chiral ketals, intermediates in the synthesisof azole drugs

Authors
Caruso, E D'Arrigo, P Frattini, S Pedrocchi-Fantoni, G Servi, S
Citation
E. Caruso et al., A biocatalytic resolution of chiral ketals, intermediates in the synthesisof azole drugs, J MOL CAT B, 11(4-6), 2001, pp. 427-432
Citations number
8
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC
ISSN journal
13811177 → ACNP
Volume
11
Issue
4-6
Year of publication
2001
Pages
427 - 432
Database
ISI
SICI code
1381-1177(20010122)11:4-6<427:ABROCK>2.0.ZU;2-D
Abstract
Crude lipases are used for the resolution of racemic ketals advanced interm ediates in the synthesis of cis-terconazole and cis-ketoconazole. Lipase fr om Aspergillus niger allows to obtain the (2R, 4R)-enantiomer of the imidaz ole-substituted ketal in good ee at low conversion. The addition of adsorbi ng resins improves the efficiency to interesting ee values for practical ap plications. The compound is transformed into (2R, 4S)-terconazole. The surv ived eater gives access to the other enantiomer, (C) 2001 Elsevier Science B.V. All rights reserved.