依普利酮的合成

Synthesis of eplerenone

以Δ9(11)坎利酮为起始原料,与氰化钠反应得到烯胺(化合物4),烯胺水解转化为二酮(化合物3)。然后,在甲醇钠条件下,发生开环消除反应得甲酯(化合物2)。最后,在三氯乙酰胺催化下,或者三氯乙酰胺和磷酸氢二钾的共同催化下,经双氧水氧化反应制得终产物依普利酮。

With Δ9( 11)- canrenone as raw material,eplerenone was obtained after a series of reaction process,including sodium cyanide addition to give enamine( compound 4),hydrolysis to diketone( compound 3). After ring opening and eliminating in presence of sodium methoxide,diketone( compound 3) was converted to methyl ester( compound 2). Finally,epoxidation of compound 2 was performed by reaction with H2O2 in the presence of trichloroacetamide or trichloroacetonitrile and K2HPO4,giving eplerenone.