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

1976-03-23

1977-11-15

Daus, Donald G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260289D, 260289C, C07D22128, C07D21724, C07D49108

Patent

active

040585310

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: 2723268 (1955-11-01), Henecka
patent: 3786054 (1974-01-01), Murikami et al.
patent: 3919237 (1975-11-01), Halder
Onda, et al., Chemical & Pharmaceutical Bulletin, 21 (11), pp. 2359-2365, (1973).

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