磷酸可待因有关物质的合成

Synthesis of the Related Substances of Codeine Phosphate

本研究合成了6种磷酸可待因的有关物质,分别为7,8-二脱氢-4,5α-环氧-3,6α-二甲氧基-17-甲基吗啡喃(有关物质A)、7,7',8,8'-四脱氢-4,5α:4',5'α-二环氧-3,3'-二甲氧基-17,17'-二甲基-2,2'-双吗啉基-6α,6'α-二醇(有关物质C)、7,8-二脱氢-4,5α-环氧-3-甲氧基-17-甲基吗啡喃-6α,10-二醇(有关物质E)、7,8-二脱氢-4,5α-环氧-3-甲氧基-17-甲基吗啡喃-6α,14-二醇(有关物质F)、7,8-二脱氢-4,5α-环氧-3-甲氧基-17-甲基-6α-羟基吗啡喃-17-氧化物(有关物质H)和7,8-二脱氢-4,5α-环氧-3-甲氧基吗啡喃-6α-醇(有关物质I),均经NMR和MS确证了结构。其中,有关物质C和E的合成方法尚未见文献报道。这些化合物可作为磷酸可待因质量研究的参照物。

Six related substances of codeine phosphate,namely 7,8-didehydro-4,5α-epoxy-3,6α-dimethoxy-17-methylmorphinan(related substance A),7,7',8,8'-tetradehydro-4,5α:4',5'α-diepoxy-3,3'-dimethoxy-17,17'-dimethyl-2,2'-bimorphinanyl-6α,6'α-diol(related substance C),7,8-didehydro-4,5α-epoxy-3-methoxy-17-methylmorphinan-6α,10-diol(related substance E),7,8-didehydro-4,5α-epoxy-3-methoxy-17-methylmorphinan-6α,14-diol(related substance F),7,8-didehydro-4,5α-epoxy-3-methoxy-17-methyl-6α-hydroxymorphinan-17-oxide(related substance H)and 7,8-didehydro-4,5α-epoxy-3-methoxymorphinan-6α-ol(related substance I),were synthesized and confirmed by NMR and MS in this report.Among them,the synthesis methods of related substances C and E have not been found in literature.These compounds would be used as the references for the quality control of codeine phosphate.