Method of producing thebaine from codeine and oripavine from mor

Details Method of producing thebaine from codeine and oripavine from mor Method of producing thebaine from codeine and oripavine from mor

1976-09-16

1977-08-30

Daus, Donald G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D48902

Patent

active

040454401

ABSTRACT:
A method of producing thebaine from codeine and oripavine from morphine which comprises (a) producing the 0-6 methyl ethers from codeine and morphine using potassium hydride and methyl iodide as the O-alkylation agents and (b) subsequently oxidizing the respective 0-6 methyl ethers of codeine and morphine to shift from allylic structure to a dienol ether structure using an oxidizing amount of MnO.sub.2 in tetrahydrofuran to produce thebaine from codeine and oripavine from morphine. In the case of morphine, it is preferable to protect the 0-3 position by acetylation prior to the oxidizing step. Both the etherification and oxidizing steps are carried out under a protecting blanket such as nitrogen and the reactions are carried out preferably under atmospheric pressure and ambient temperature with the exception of the etherification affecting the 0-6 position which may be commenced by cooling with ice.

REFERENCES:
Barber et al., J. Med. Chem., vol. 18, No. 11, pp. 1074-1077 (Nov. 1975).
Martin et al., J. Org. Chem., vol. 33, 3758-3761 (1968).

Affiliated with

Also associated with

Rating

Method of producing thebaine from codeine and oripavine from mor does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Method of producing thebaine from codeine and oripavine from mor, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method of producing thebaine from codeine and oripavine from mor will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-961891