J. Lipid Res.
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Journal of Lipid Research, Vol 17, 91-93, Copyright © 1976 by Lipid Research, Inc.

ARTICLES

A sterospecific synthesis of 7alpha-hydroxycholesterol

DB Johnson and L Lack

The five step synthesis of 7alpha-hydroxycholesterol utilizes the solvolysis of 7alpha-bromocholesterol benzoate with potassium acetate in acetic acid as the key step in controlling the stereospecificity of the reaction sequence. This reaction yields 7alpha-acetoxycholesterol benzoate with retention of configuration at position seven. The diester is readily reduced with lithium aluminum to 7alpha-hydroxycholesterol.
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Copyright © 1976 by the American Society for Biochemistry and Molecular Biology.