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目的设计合成氧甲氢龙的衍生物。方法以3β-羟基-5α-雄甾烷-17-酮为原料经氧化开环、还原、缩合得到中间体17β-羟基-A-失碳-5α-雄甾烷-2-酮,此中间体与不同的酰氯反应生成的一系列C17位酰化产物再经过Baeyer-Villiger反应得到氧甲氢龙衍生物系列A;以3β-羟基-5α-雄甾烷-17-酮为原料与不同酰氯反应生成氧甲氢龙衍生物系列B;以3β-羟基-5α-雄甾烷-17-酮的酰化产物为原料经过Baeyer-Villiger反应得到氧甲氢龙衍生物系列C。结果与结论合成了3个系列22个未见报道的新化合物,目标化合物的结构均经1H-NMR、IR、MS谱确证。
Objective To design a derivative of oxydine. Methods 3β-hydroxy-5α-androstane-17-one was used as starting material to obtain the intermediate 17β-hydroxy-A-decarboxylase-5α-androstane-2-one via oxidation, reduction and condensation. A series of C17 acylation products formed by the reaction with different acyl chlorides were further subjected to Baeyer-Villiger reaction to obtain oxydansterol derivative series A; 3β-hydroxy-5α-androstane-17-one was used as a starting material to react with various acyl chlorides Generating oxydine derivative series B; using the acylated product of 3β-hydroxy-5α-androstane-17-one as the raw material to obtain oxycodone derivative series C through Baeyer-Villiger reaction. RESULTS AND CONCLUSIONS Three series of 22 novel compounds were synthesized. The structures of target compounds were confirmed by 1H-NMR, IR and MS spectra.