Process for resolution of optical isomers of .beta.-...

Details Process for resolution of optical isomers of .beta.-... Process for resolution of optical isomers of .beta.-...

C - Chemistry, Metallurgy

07

D

260/261, 260/277

C07D 213/84 (2006.01) C07C 275/24 (2006.01) C07D 209/10 (2006.01) C07D 209/14 (2006.01)

Patent

CA 1250290

PROCESS FOR RESOLUTION OF OPTICAL ISOMERS Abstract of the Disclosure 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]propoxy]benzonitrile, into its individual enantiomers is described. The process comprises converting the racemic modification into a pair of diastereomeric urea derivatives by 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 nucleo- philic by-products.

436530

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