Synthesis of C24-functionalized hydroxysterols

The syntheses of (24S)-24,25-epoxycholesterol, (24S)-hydroxycholesterol, and 24-ketocholesterol are described. The compounds belong to oxysterols, which can be considered to be the modulators of cholesterol metabolism. The asymmetric hydroxylation of desmosterol acetate according to Sharpless was us...

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Published inBioorganicheskaia khimiia Vol. 28; no. 3; p. 284
Main Authors Khripach, V A, Zhabinskiĭ, V N, Konstantinova, O V, Khripach, N B, Antonchik, A P
Format Journal Article
LanguageRussian
Published Russia (Federation) 01.05.2002
Subjects
Desmosterol - chemistry
Hydroxylation
Hydroxysteroids - chemical synthesis
Sterols - chemical synthesis
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Summary:The syntheses of (24S)-24,25-epoxycholesterol, (24S)-hydroxycholesterol, and 24-ketocholesterol are described. The compounds belong to oxysterols, which can be considered to be the modulators of cholesterol metabolism. The asymmetric hydroxylation of desmosterol acetate according to Sharpless was used as the key reaction in the stereoselective introduction of functionality in position 24.
ISSN:0132-3423