EFFICIENT PROCEDURES FOR THE LARGE-SCALE PREPARATION OF (1S,2S)-TRANS-2-METHOXYCYCLOHEXANOL, A KEY CHIRAL INTERMEDIATE IN THE SYNTHESIS OF TRICYCLIC BETA-LACTAM ANTIBIOTICS

Authors
STEAD P MARLEY H MAHMOUDIAN M WEBB G NOBLE D IP YT PIGA E ROSSI T ROBERTS S DAWSON MJ
Citation
P. Stead et al., EFFICIENT PROCEDURES FOR THE LARGE-SCALE PREPARATION OF (1S,2S)-TRANS-2-METHOXYCYCLOHEXANOL, A KEY CHIRAL INTERMEDIATE IN THE SYNTHESIS OF TRICYCLIC BETA-LACTAM ANTIBIOTICS, Tetrahedron : asymmetry, 7(8), 1996, pp. 2247-2250
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
8
Year of publication
1996
Pages
2247 - 2250
Database
ISI
SICI code
0957-4166(1996)7:8<2247:EPFTLP>2.0.ZU;2-1
Abstract
Enzymatic and chemical resolution methods suitable for preparation of multi-kg quantities of (+)-(IS,2S)-2-methoxycyclohexanol from (+/-) tr ans-2-methoxycyclohexanol have been developed. The enzymatic resolutio n was found to offer a particularly simple process affording the resol ved product in good yield and excellent enantiomeric excess and has no w been operated consistently on a manufacturing scale. Copyright (C) 1 996 Elsevier Science Ltd