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Communication | Special issue | Vol 10, No. 1, 1978, pp.79-84
Published online, 1st January, 1970
DOI: 10.3987/S-1978-01-0079
Studies in the (+)-Morphinan Series VI. Dimers of Natural (—)- and Unnatural (+)-Sinomenine

Jun-ichi Minamikawa, Ikuo Iijima and Arnold Brossi*

*National Institute of Health, 9000 Rockville Pike, Bethesda, MD 20892-0815, U.S.A.

Abstract

Thermal equilibration of either (+)-disinomenine or (+)-ψ-disinomenine, obtained by chemical oxidation of natural (-)-sinommine, affords a 1:l mixture of the two readily separable dimers. Synthesis of the (-)-enantiomers of the two dimers was accomplished from unnatural (+)-sinomenine. Physical data collected with both enantiomeric pairs show that they are chemically and optically pure. These crystalline dimers contain tightly bound solvents of crystallization and are not suited for X-ray analysis.