Hoshita T, Yasuhara M, Kihira K, Kuramoto T
Steroids. 1976 May;27(5):657-64. doi: 10.1016/s0039-128x(76)90160-4.
The synthesis of (23R)- and (23S)-5beta-cholestane-3alpha, 7alpha, 12alpha, 23, 25-pentols is described. Norcholyl aldehyde was converted into the cholestanepentols by a Reformatsky reaction with ethyl bromoacetate followed by a Grignard reaction with methylmagnesium iodide. One of the synthetic pentols, the 23S epimer was identical with a bile alcohol isolated from patients with cerebrotendinous xanthomatosis.
描述了(23R)-和(23S)-5β-胆甾烷-3α,7α,12α,23,25-戊醇的合成。通过与溴乙酸乙酯的Reformatsky反应,然后与甲基碘化镁的格氏反应,将降胆酰醛转化为胆甾烷戊醇。其中一种合成的戊醇,即23S差向异构体,与从脑腱性黄瘤病患者中分离出的一种胆汁醇相同。