Preparation of naltrexone from codeine and 3-benzylmorphine

Details Preparation of naltrexone from codeine and 3-benzylmorphine Preparation of naltrexone from codeine and 3-benzylmorphine

1998-07-16

2000-01-11

Kight, John

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

Organic compounds

Four or more ring nitrogens in the bicyclo ring system

546 45, 546 46, C07D41300, C07D47100

Patent

active

060137967

ABSTRACT:
For the synthesis of 3-methylnaltrexone from codeine in this invention, codeine is converted to 6-acetylcodeine, which is N-demethylated to 6-acetylcodeine hydrochloride, followed by alkylating the nitrogen to form 17-cyclopropylmethylnorcodeine. The latter is oxidized to 17-cyclopropylmethylnorcodeinone. For the synthesis of naltrexone from morphine in this invention, morphine is converted to 3-benzylnormorphine as described above in the synthesis of noroxymorphone. 3-Benzylnormorphine is reacted with cyclopropylmethyl halide to produce 3-benzyl-17cyclopropylmethylnormorphine, a novel compound, which is oxidized to 3-benzyl-17-cyclopropylmethyl-normorphinone, a novel compound, by Swern oxidation.

REFERENCES:
patent: 3819636 (1974-06-01), Wiesner
patent: 4668685 (1987-05-01), Shami
patent: 4912114 (1990-03-01), Revesz

Affiliated with

Also associated with

Rating

Preparation of naltrexone from codeine and 3-benzylmorphine does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Preparation of naltrexone from codeine and 3-benzylmorphine, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Preparation of naltrexone from codeine and 3-benzylmorphine will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1463496