Reaction of sterol acetates with a Δ7, Δ8(14), and Δ14 double bond with hydrogen chloride yields 3β-acetyloxy-14-chloro-5α,14β,17α-cholestane (structure determined by X-ray analysis), which is easily dehydrohalogenated to 3β-acetyloxy-5α,17α-cholest-14-ene.
A ready synthesis of 17α steroids / M. Anastasia, M. Bolognesi, A. Fiecchi, G. Rossi, A. Scala. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 40:13(1975), pp. 2006-2007.
A ready synthesis of 17α steroids
M. AnastasiaPrimo
;M. BolognesiSecondo
;
1975
Abstract
Reaction of sterol acetates with a Δ7, Δ8(14), and Δ14 double bond with hydrogen chloride yields 3β-acetyloxy-14-chloro-5α,14β,17α-cholestane (structure determined by X-ray analysis), which is easily dehydrohalogenated to 3β-acetyloxy-5α,17α-cholest-14-ene.
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