Steroids p. 439 - 444 (1980)
Update date:2022-08-16
Topics:
Dayal, B.
Bagan, E.
Speck, J.
Salen, G.
A convenient procedure for the synthesis of 5β-cholestane-3α,7α,12α,25-tetrol via a modified homologation sequence of the intermediate 3α,7α,12α-triformyloxy-24-oxo-25-diazo-25-homo-5β-cholane involving a homogeneous medium is described.This involves treating the intermediate α-diazoketone in methanol with a solution of silver benzoate in triethylamine.Grignard reaction of the resulting triformyloxy methyl homocholate yielded 5β-cholestane-3α,7α,12α,25-tetrol.Large amounts of this bile alcohol were needed to further investigate the defect of cholic acid biosynthesis in patients with cerebrotendinous xanthomatosis (CTX).
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Doi:10.1166/jnn.2019.16682
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(1956)