Convenient synthesis of (S)??(+)??apomorphine from (R)−(−)??apomorphine

PJ Davis, S Seyhan, W Soine…

Index: Davis; Seyhan; Soine; Smith Journal of Pharmaceutical Sciences, 1980 , vol. 69, # 9 p. 1056 - 1058

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Citation Number: 10

Abstract

Abstract A method was devised for preparing (S)-(+)-apomorphine from (R)-(−)- apomorphine. Dehydrogenation of the dimethyl ether of (R)-(−)-apomorphine with 10% palladium-on-carbon followed by reduction with sodium cyanoborohydride under acidic conditions resulted in quantitative racemization to give (R, S)-apomorphine dimethyl ether, which then was resolved with (−)-tartaric acid. Ether cleavage of (S)-(+)-apornorphine ...