摘要 |
<p>3-O,N-(diethoxycarbonyl) normorphine, which may be prepared by reaction of morphine with ethyl chloroformate, is converted to 3-O,n-(diethoxycarbonyl) normorphinone, a novel compound, by oxidation. The novel normorphinone derivative is converted to 3-O,N-(diethoxycarbonyl) normorphinone dienol acetate, a second novel compound, by esterification with acetic anhydride or acetyl halide. A 14-hydroxy group is introduced into the novel dienol ester by oxidation with peroxy-acid. The resultant 3-O,N-(diethoxycarbonyl)-14-hydroxy-normorphinone, a third novel compound, may be catalytically hydrogenated to produce 3-O,N-(diethoxycarbonyl)noroxymorphone. The latter intermediate may be converted to noroxymorphone by hydrolysis.</p> |