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甾体激素 Ⅲ.海可吉宁醋酸酯的脱氢及有关合成
引用本文:沈家祥,陈莺莺,张宪德,余安治,张云淮,蔡永昆,孙培若,侯福忠,刘育群. 甾体激素 Ⅲ.海可吉宁醋酸酯的脱氢及有关合成[J]. 药学学报, 1964, 11(4): 242-245
作者姓名:沈家祥  陈莺莺  张宪德  余安治  张云淮  蔡永昆  孙培若  侯福忠  刘育群
作者单位:化学工业部北京医药工业研究院
摘    要:
研究了应用“分散的二氧化硒”在含吡啶的氯苯中作用于海可吉宁醋酸酯(Ⅰ)以制备9(11)-脫氫海可吉宁醋酸酯(Ⅱ)的方便方法,收率达到75—8.9%理論。并用(Ⅱ)制得5α-孕甾-9(11),16-二烯-3β-醇-20-酮醋酸酯,作为甾体激素合成的中間体。

收稿时间:1963-07-15

Steroid hormones. 3. Dehydrogenation of hecogenin acetate and related synthesis
SHEN CHIA-CHIANG CHEN YIN-YIN CHANG HSIEN-TEH Y AN-ZHI CHANG YUEN-HUEI TSAI YONG-KUNO SUN PAI-RHOU HOU FU-ZHONG LIU YUE-CHUEN. Steroid hormones. 3. Dehydrogenation of hecogenin acetate and related synthesis[J]. Acta pharmaceutica Sinica, 1964, 11(4): 242-245
Authors:SHEN CHIA-CHIANG CHEN YIN-YIN CHANG HSIEN-TEH Y AN-ZHI CHANG YUEN-HUEI TSAI YONG-KUNO SUN PAI-RHOU HOU FU-ZHONG LIU YUE-CHUEN
Abstract:
Dehydrogenation of hecogenin acetate (Ⅰ) with "dispersed selenium dioxide" on kieselguhr in chlorobenzene, and in the presence of pyridine, was investigated as a convenient means for the preparation of 9(11)-dehydrohecogenin acetate (Ⅱ). The reaction was carried out at refluxing temperature for 16 hours. Selenium deposited on the kieselguhr could readily be removed from the mixture by simple filtration. Upon working up the filtrate, purified 9(11)-dehydrohecogenin acetate suitable for preparative purposes was obtained in 75-80 per cent of theory. It was then transformed into 5α-pregn-9(11), 16-dien-3β-ol-20-one acetate as a desired intermediate for further synthesis.
Keywords:
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