C-14 oxidation of morphine derivatives

Details C-14 oxidation of morphine derivatives C-14 oxidation of morphine derivatives

2002-08-15

2008-10-14

Andres, Janet L. (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C546S045000, C546S046000

Reexamination Certificate

active

07435817

ABSTRACT:
The present invention relates to process for the preparation of a 14-hydroxynormorphinone derivative of formula IVcomprising reacting the compound of formula III,with a cobalt (II) oxidant in the presence of a mild base and air or oxygen as the cooxidant;wherein R1is (1C-7C)alkyl optionally substituted with one or more chlorines, butenyl, vinyl, benzyl, phenyl or naphthyl; andR2is benzyl or benzyl substituted with one or more (1C-6C)alkoxy group or benzyl substituted with one or more halogen.The process is very suitable in the production of noroxymorphone.

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Abdel-Maksoud et al., “GC/MS Characterization of the Products from the Stereo-And Regioselective O-Demethylation of Dimethoxyaporphines withCunninghamella elegans,” New Trends in Natural Products Chemistry 1986:Eds. Atta-ur-Rahman et al.,Studies in Organic Chemistry 26(1986) 357-370.

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