SYNTHESIS OF (+/-)-N-PHENETHYLMORPHINAN-6-ONE

被引：1

作者：

AMARAVATHI, M ^{[1
]}

PARDHASARADHI, M ^{[1
]}

机构：

[1] REG RES LAB,HYDERABAD 500007,INDIA

来源：

SYNTHETIC COMMUNICATIONS | 1990年 / 20卷 / 06期

关键词：

D O I：

10.1080/00397919008052324

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of (+)-N-phenethylmorphinan-6-one is synthesized first time using the intermediate (+)-2-(l-phenyl-lH-tetrazol-5yl) oxy] morphinan 6-one, which on acylation with acetic anhydride gave (+) -2- [( 1 -phenyl- 1H-tetrazol-5yl) oxy] -N-acylmorphinan-6-one. (+) -N-Acylmorphi-nan-6-one was obtained by catalytic hydrogenolysis of (+)-2-[(l-phenyl-lH-tetrazol-5yl) oxy] -N-acylmorphinan-6-one over Pd/C. On hydrolysis of (+)-N-acylmorphinan-6-one using methanolic sodium hydroxide afforded (+)-6-ketomor-phinan, which on alkylation with phenethyl bromide in presence of sodium bicarbonate gave the required compound, (+)-N-phenethylmorphinan-6-one, in 40% overall yield. Copyright © 1990 by Taylor & Francis Group. All rights reserved.

引用

页码：789 / 797

页数：9