title: [Synthesis of C24-functionalized hydroxysterols].
abstract: 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.
authors.affiliation: Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, ul. Kuprevicha 5/2, Minsk, 220141 Belarus. khripach@iboch.bas-net.by
authors.forename: V A
authors.initials: VA
authors.lastname: Khripach
authors.forename: V N
authors.initials: VN
authors.lastname: Zhabinskiĭ
authors.forename: O V
authors.initials: OV
authors.lastname: Konstantinova
authors.forename: N B
authors.initials: NB
authors.lastname: Khripach
authors.forename: A P
authors.initials: AP
authors.lastname: Antonchik
mesh_terms: D003897:Desmosterol / Q000737:chemistry; D006900:Hydroxylation; D006914:Hydroxysteroids / Q000138:chemical synthesis*; D013261:Sterols / Q000138:chemical synthesis*
chemical_list: D006914:Hydroxysteroids; D013261:Sterols; D003897:Desmosterol