Facile synthesis of codeine precursors from thebaine

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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546 45, C07D48902

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active

042776040

ABSTRACT:
Thebaine is converted to a mixture of codeinone and neopinone in aqueous formic acid solution containing as catalyst a mercuric salt. Thebaine is converted to a neopinone ketal by irradiation in an alkanol or to a mixture of neopinone and codeinone in an acidic aqueous solution. Neopinone ketals, codeinone and neopinone can be converted to codeine.

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Gavard, et al., Bull. Soc. Chim. France, (1965), pp. 486-490.
Barber, et al., J. Med. Chem., vol. 19, No. 10, pp. 1175-1180, (1976).
Samchenko, et al., Chemical Abstracts, vol. 69, 85862e, (1968).

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