A convenient synthesis of 1α- and 1β-hydroxycholesterol

作者: M.Lj. Mihailović , Lj. Lorenc , V. Pavlović , J. Kalvoda

DOI: 10.1016/0040-4020(77)80101-4

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摘要: Abstract An efficient procedure for the preparation of 1α-hydroxycholesterol 3-acetate 4 is described, which starts from cholesterol and involves as key steps transannular cyclization ten-membered ring ontaining (E)-3β-acetoxy-5,10-seco-1(10)-cholesten-5-one 1 to oxetane derivative 1α,5-epoxy-5α-cholestan-3β-ol acetate 3, opening four-membered ether in latter compound. 1β-Hydroxycholesterol diacetate 9 was obtained by oxidation 1-oxo 8, followed metal hydride reduction acetylation.

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