OPTICALLY ACTIVE REBOBUNOROL SYNTHETIC INTERMEDIATE AND ITS PRODUCTION

摘要

PURPOSE:To obtain a new compound useful as a synthetic intermediate for optically active rebobunorol. CONSTITUTION:An optically active [S]-(+)-5-(2,3-epoxypropoxy)-1-tetralone expressed by formula I. The compound of formula I is obtained by subjecting 5-hydroxy-1-tetralone of formula II and (R)-glycidol of formula III to oxidative- reductive dehydrocondensation in the presence of an inert solvent (e.g. THF). Rebobunorol is 5-[2-hydroxy-3-(isopropylamino)propyl-oxide]-1-tetralone and (-) isomer thereof exhibits effectiveness of about 60 times that of (+) isomer and effectiveness of about 2 times that of racemic compound as beta-adrenergic nerve blocking agent.