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Communication | Special issue | Vol 13, No. 1, 1979, pp.259-261
Published online, 1st January, 1970
DOI: 10.3987/S-1979-01-0259
Partial Synthesis of 3-Deoxydihydromorphine from (—)-4-Hydroxy-6-keto-N-methylmorphinan

Fu-Lian Hsu, Arthur E. Jacobson, Kenner C. Rice, and Arnold Brossi*

*Laboratory of Chemistry, Metabolism and Digestive Diseases, National Institute of Arthritis, Bethesda, Marylanf 20014, U.S.A.

Abstract

Conversion of (-)-3-deoxydihydromorphine (2) into (-)-4-hydrony-6-keto-N-methylmorphinan (5) and reconversion of 5 into 2 via the ketone 4 is described. The morphinan structure of 5 was proven by reduction to the known (-)-4-hydroxy-N-methylmorphinan (7).