Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1979-10-17
1980-12-30
Daus, Donald G.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
546 45, C07D22128, C07D48902
Patent
active
042425140
ABSTRACT:
Disclosed is a novel method for the introduction of a 7-methyl group into the morphinan nucleus to thereby provide precursors for the preparation of therapeutically useful 7-methyl-4,5.alpha.-epoxy morphinan and morphinan-6-one compounds. The method involves reacting thebaine, dihydrothebaine or the enol acetate of dihydrocodeinone with lithium dimethyl cuprate to form the corresponding 7-methyl-4,5.alpha.-epoxy cleaved product.
REFERENCES:
patent: 2178010 (1939-10-01), Small et al.
Bentley, "The Chemistry of the Morpholine Alkaloids", Oxford University Press, London, (1954), pp. 272-288.
Bentley et al., J. Chem. Soc., pp. 947-957, (1952).
Posner, "Conjugate Addition Reactions of Organocopper Reagents", Organic Reactions, vol. 19, pp. 1-113, (1972).
Daus Donald G.
Jeffers Jerome L.
Miles Laboratories Inc.
Rivers Diana G.
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