Catalyzed enantiomeric selection of 1,2-diols and their cyclization to produce oxiranes
US5854062A · kind A · utility
Assignees
Inventors
Key dates
| Filing date | Dec 11, 1995 |
| Grant date | Dec 29, 1998 |
| Priority date | — |
| Expiry date | Dec 11, 2015 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC12P41/004
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Method of preparing an optically active compound of formula, wherein R and R.sup.1 are independently alkyl, alkenyl, alkynyl, alkoxy, alkoxyalkyl, cycloalkyl, aryl, aralkyl, a heterocyclic group or a C.sub.1 -C.sub.4 alkyl-heterocycle, each being optionally substituted, procided that R and R.sup.1 are not identical and * is an optically active chiral center, from the corresponding racemic ester or diol by treating with a hydrolase enzyme. In particular, racemic 2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-1,2 diol, an intermediate in fluconazole synthesis, is resolved using porcine pancreatic lipase or lipase from Chromobacterium viscosum.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.