发明名称 |
Synthesis of derivatives of codeine and other 3-O-alkylmorphines |
摘要 |
A 14-hydroxy group is introduced into a morphinan structure by singlet oxygen reaction with a novel dienol ester of an N-substituted-3-O-alkylnormorphinone. The resultant N-substituted-3-O-alkyl-141-hydroxynormorphinone is also a novel compound which may be catalytically hydrogenated to produce a novel N-substituted-3-O-alkylnoroxymorphone. The latter intermediate may be converted to a 3-O-alkylnoroxymorphone by hydrolytic removal of the N-substituent and to noroxymorphone by both hydrolysis and O-dealkylation. The dienol ester intermediate is prepared by N-demethylation of codeine or other 3-O-alkylmorphine by reaction with a cyanogen halide or haloformate ester, followed by oxidation of the resultant N-substituted-3-O-alkylnormorphine to an N-substituted-3-O-alkylnormorphinone and esterification of the latter with an acid anhydride or acid halide.
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申请公布号 |
US4795813(A) |
申请公布日期 |
1989.01.03 |
申请号 |
US19860946540 |
申请日期 |
1986.12.24 |
申请人 |
THE FLORIDA BOARD OF REGENTS ON BEHALF OF THE FLORIDA STATE UNIVERSITY |
发明人 |
SCHWARTZ, MARTIN A. |
分类号 |
C07D489/02;C07D489/08;(IPC1-7):C07D489/08 |
主分类号 |
C07D489/02 |
代理机构 |
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代理人 |
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主权项 |
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地址 |
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