Issue 24, 1975

Synthesis of 25-hydroxycholesterol from 3β-hydroxyandrost-5-en-17-one. A method for stereospecific construction of a sterol side-chain

Abstract

The side-chain of 25-hydroxycholesterol was constructed stereospecifically on the androstane skeleton via addition of an ethyl acetate unit to C-17 and sub-sequent alkylation of the resulting ester C-20 with a C5 unit; the remaining carbon atom (C-27) was added by a Grignard reaction.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1975, 968-969

Synthesis of 25-hydroxycholesterol from 3β-hydroxyandrost-5-en-17-one. A method for stereospecific construction of a sterol side-chain

J. Wicha and K. Bal, J. Chem. Soc., Chem. Commun., 1975, 968 DOI: 10.1039/C39750000968

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