Process for resolution of optical isomers
US4849527A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Mar 30, 1988 |
| Grant date | Jul 18, 1989 |
| Priority date | — |
| Expiry date | Mar 30, 2008 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D209/14
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A process for resolving a racemic modification of .beta.-adrenergic aryl- or hetaryl-oxypropanolamines such as (.+-.)-2-[2-hydroxy-3-[[2-(1H-indol-3-yl)-)-1,1-dimethylethyl]amino]propox y]benzonitrile into its individual enantiomers is described. The process comprises converting the racemic modification into a pair of diastereomeric urea derivativesby reaction with a chiral aralkylisocyanate; separation into the individual diastereomers; and facile regeneration of the starting amine by cleavage of the intermediate urea compound using hydrazine. This final step is improved by the addition of an .alpha.-keto carboxylic acid, such as pyruvic acid, which functions as a scavenger of nucleophilic by-products.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.