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

被引:38
|
作者
Stead, P
Marley, H
Mahmoudian, M
Webb, G
Noble, D
Ip, YT
Piga, E
Rossi, T
Roberts, S
Dawson, MJ
机构
[1] GLAXO WELLCOME RES & DEV LTD,MED RES CTR,PROC RES & DEV DEPT,STEVENAGE SG1 2NY,HERTS,ENGLAND
[2] UNIV LIVERPOOL,DEPT CHEM,LIVERPOOL L69 3BX,MERSEYSIDE,ENGLAND
[3] GLAXO WELLCOME MED RES CTR,PROC RES & DEV DEPT,STEVENAGE SG1 2NY,HERTS,ENGLAND
[4] GLAXO WELLCOME SPA,VERONA,ITALY
关键词
D O I
10.1016/0957-4166(96)00279-0
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Enzymatic and chemical resolution methods suitable for preparation of multi-kg quantities of (+)-(IS,2S)-2-methoxycyclohexanol from (+/-) trans-2-methoxycyclohexanol have been developed. The enzymatic resolution was found to offer a particularly simple process affording the resolved product in good yield and excellent enantiomeric excess and has now been operated consistently on a manufacturing scale. Copyright (C) 1996 Elsevier Science Ltd
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页码:2247 / 2250
页数:4
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