Paper
LI Liping, ZHANG Xiaojie, SI Langyun, MIAO Qingzhu, ZHANG Liping
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.