Production method of optically active amino alcohols
US6197966A · kind A · utility
Assignees
Inventors
Key dates
| Filing date | Jan 15, 1999 |
| Grant date | Mar 6, 2001 |
| Priority date | — |
| Expiry date | Jan 15, 2019 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D317/28
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A method for producing an optically active amino alcohol compound of the formula [3], an enantiomer thereof or a salt thereof, comprising reacting a mesoepoxide compound of the formula [1] with a compound of the formula [2] in the presence of a mixed catalyst comprising a Lewis acid and a proton donor: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are each H, an optionally substituted lower alky, and the like, or R.sup.1 and R.sup.1 or R.sup.2 and R.sup.3 may form an optionally substituted ring; and R.sup.4 and R.sup.5 are each H, an optionally substituted lower alkyl, and the like, or R.sup.4 and R.sup.5 may form an optionally substituted ring together with the adjacent N, or an imide group or azide group together with the adjacent N, and R.sup.6 is H or a silyl group. The present invention enables stereoselective production of a desired intermediate compound, which is an HIV protease inhibitor, extremely efficiently as compared to conventional methods. The method of the present invention is a very useful method which can be used not only for the production of said intermediate compound but also for the production of various other compounds.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.