16α,17α-环氧孕甾-4-烯-3,20-二酮合成工艺的优化

Synthesis of 16α,17α-epoxypregn-4-ene-3,20-dione and optimization of the technological conditions

以氧桥物为原料,经沃氏氧化反应合成一种甾体沃氏氧化物16α,17α-环氧孕甾-4-烯-3,20-二酮,考察了反应溶剂、氧化剂、催化剂等对合成收率的影响。结果表明,沃氏氧化反应的影响程度依次为环己酮用量>正庚烷用量>异丙醇铝用量,优化的合成条件为氧桥物(g)∶正庚烷(mL)∶环己酮(mL)∶异丙醇铝(g)为1∶11∶4∶0.14。在此条件下,沃氏氧化物的收率高达81.0%,高效液相色谱法检测纯度在98.1%以上,适合工业化生产。

A steroid W-oxide named 16a, 17a-epoxypregn-4-ene-3,20-dione was synthesized by oppenau- er oxidation from 3/3-hydroxy-16α, 17a-epoxypregna-5-en-20-one used as the material,the reaction condi- tions of the reaction solvent, the oxidizing agent and the catalyst were investigated. The results showed that these medicine dosages affected the yield of Oppenauer oxidation cyclohexanone 〉 n-heptane 〉 aluminium isopropoxide, under the optimization condition that 3/3-hydroxy- 16α, 17α-epoxypregna-5-en-20-one （g） ： n-heptane （mL） ： cyclohexanone （mL）： aluminium isopropoxide （g） is 1：11：4： 0.14, the overall yield of this method was 81.0% and HPEC purity more than 98.1% ,this condition was suitable for industrial production.