C26-Analogs of naturally occurring C27 bile alcohols

Autor: B Dayal, S Shefer, G S Tint, G Salen, E H Mosbach, Ph.D.
Jazyk: angličtina
Rok vydání: 1976
Předmět:
Zdroj: Journal of Lipid Research, Vol 17, Iss 5, Pp 478-484 (1976)
Druh dokumentu: article
ISSN: 0022-2275
DOI: 10.1016/S0022-2275(20)41745-6
Popis: C26 Bile of the 24-nor-5β-cholestane series were prepared starting from methyl cholate. A Grignard reaction of methyl magnesium iodide with methyl cholate yielded 24-nor-5β-cholestane-3α,7α,12α,25-tetrol which was dehydrated to form a mixture of 24-nor-5β-cholest-23-ene-3α,7α,12α-triol and the corresponding Δ25 compound. Oxidation of the former with OsO4 yielded 24-nor-5β-cholestane-3α,7α,12α,23ξ,25-pentol, while catalytic hydrogenation of a mixture of the Δ23 and Δ25 triols resulted in the formation of 24-nor-5β-cholestane-3-α,7α,-12α-triol. The structures of these new compounds were confirmed by infrared and nuclear megnetic resonance spectrometry and by gas–liquid chromatography–mass spectrometry.
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