有 2-(thien-2-yl ) 的 7-acetyl-6,14-endoethano-6,7,8,14-tetrahydrothebaine 的反应 ethylmagnesium 溴化物被调查。第三级的白酒衍生物 7-[R-1-hydroxyl-1-methyl-3-(thien-2-yl ) 丙醇])-6,14-endoethano-6,7,8,14-tetrahydrothebaine (3 ) 和一个副产品 4 被孤立。4 的结构被 X 光检查分析阐明。Grignard 反应与克拉姆统治显示出 stereoselectivity 的高度。4 的水晶结构显示那枚 dihydrofuran 戒指被打开形成一个酉分的氢氧根组和三成员的戒指结构。它维持吗啡的主要僵硬结构并且包含 C (6 )-C(14) enthano 桥牌。在 C (7 ) 位置的 1-hydroxyl-1-methyl-3-(thien-2-yl ) 丙醇组采用了 S 配置。
The reaction of 7α-acetyl-6,14-endoethano-6,7,8,14-tetrahydrothebaine with 2-(thien-2-yl)ethylmagnesium bromide was investigated. The tertiary alcohol derivative 7α-[R-l-hydroxyl-l-methyl-3-(thien-2-yl)propyl])-6,14- endoethano-6,7,8,14-tetrahydrothebaine (3) and a by-product 4 were isolated. The structure of 4 was elucidated by X-ray analysis. The Grignard reaction shows high degree of stereoselectivity according with Cram rule. The crystal structure of 4 indicates that dihydrofuran ring was opened to form a phenolic hydroxyl group and a three-membered ring structure. It maintains the main rigid structure of morphine and contains a C(6)-C(14) enthano bridge. The 1-hydroxyl-1-methyl-3-(thien-2-yl)propyl group at C(7) position adopted S-configuration.