title: Synthesis of "glycospirostanes"--steroid sapogenins with a sugar-like ring F.
abstract: The synthesis of two "glycospirostanes" from 23-oxotigogenin acetate is described. (23S,24S,25R)-5alpha-Spirostane-3beta,23,24,25-tetraol was obtained by dehydrogenation followed by stereoselective reduction of the 23-oxo group and OsO(4) dihydroxylation of the C24-C25 double bond. Allylic hydroxylation with SeO(2) of 3beta-acetoxy-5alpha-spirost-23-ene obtained from 23-oxotigogenin acetate followed by OsO(4) dihydroxylation of the C23-C24 double bond afforded (23R,24S,25R)-5alpha-spirostane-3beta,23,24,25-tetraol.
authors.affiliation: Institute of Chemistry, University of Białystok, Piłsudskiego 11/4, 15-443 Białystok, Poland.
authors.forename: Yliana
authors.initials: Y
authors.lastname: López
authors.forename: Izabella
authors.initials: I
authors.lastname: Jastrzebska
authors.forename: Rosa
authors.initials: R
authors.lastname: Santillan
authors.forename: Jacek W
authors.initials: JW
authors.lastname: Morzycki
mesh_terms: D018360:Crystallography, X-Ray; D008956:Models, Chemical; D015394:Molecular Structure; D012502:Sapogenins / Q000138:chemical synthesis* / Q000737:chemistry*; D013150:Spirostans / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D012502:Sapogenins; D013150:Spirostans