Conversion of thebaine to morphine derivatives

Details Conversion of thebaine to morphine derivatives Conversion of thebaine to morphine derivatives

2011-04-19

2011-04-19

Aulakh, Charanjit S (Department: 1625)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C546S044000

Reexamination Certificate

active

07928234

ABSTRACT:
The present invention provides methods for the conversion of thebaine to a morphine derivative, such as hydrocodone. Novel ketal intermediates of the conversion are provided. A one-pot procedure for the conversion comprises treating thebaine with an acid in the presence of a metal catalyst.

REFERENCES:
patent: 4277604 (1981-07-01), Dauben
patent: 5668285 (1997-09-01), Rice
patent: 2006/138020 (2006-12-01), None
Leisch, H. et al.: Studies on regioselective hydrogenation of thebaine and its conversion to hydrocodone. Tetrahed. Lett., vol. 48, pp. 3979-3981, 2007.
Barber, et al, “Conversion of Thebaine to Codeine”, J. Med. Chem. vol. 19, No. 10, 1996, pp. 1175-1180.
Osa, et al, “A New Useful Conversion Method of Naltrexone to 14-Deoxynaltrexone”, Heterocycles, vol. 69, 2006, pp. 271-282.

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