Process for the preparation of 14-hydroxymorphinan derivatives

Details Process for the preparation of 14-hydroxymorphinan derivatives Process for the preparation of 14-hydroxymorphinan derivatives

1979-03-22

1980-05-13

Randolph, John D.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546142, C07D21704, C07D49104

Patent

active

042029821

ABSTRACT:
N-substituted-14-hydroxy-3-substituted-morphinan derivatives have been found to possess potent narcotic agonist or antagonist activity. In particular, the compound N-Cyclobutylmethyl-3,14-dihydroxymorphinan has been found to possess potent agonist/antagonist activity as a non-narcotic analgesic. A new and efficient total synthesis of these compounds is described herein from the starting material 2-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline.

REFERENCES:
patent: 4013666 (1977-03-01), Lenz
patent: 4058531 (1977-11-01), Monkovic et al.
patent: 4115389 (1978-09-01), Monkovic
patent: 4139534 (1979-02-01), Lim et al.
patent: 4153603 (1979-05-01), Monkovic et al.
Onda et al., Chem. Pharm. Bull., vol. 21, pp. 2359 to 2365 (1973).

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