title: 1H,13C, 19F NMR, and ESI mass spectral characterization of two geminal difluorosteroids.
abstract: Two geminal difluorosteroids, 3,3-difluoro-5beta-cholan-24-oic acid (1) and 3,3-difluoro-5alpha-androstan-17-one (2), have been prepared from corresponding ketosteroids with diethylaminosulphurtrifluoride (DAST) treatment in moderate yields. The structures of 1 and 2 have been characterized by (1)H, (13)C, (19)F NMR, and ESI mass spectral techniques.
authors.affiliation: Department of Chemistry, FIN-40014, University of Jyväskylä, Finland. elvirtan@cc.jyu.fi
authors.forename: Elina
authors.initials: E
authors.lastname: Sievänen
authors.forename: Virpi
authors.initials: V
authors.lastname: Noponen
authors.forename: Vladimír
authors.initials: V
authors.lastname: Král
authors.forename: Tomás
authors.initials: T
authors.lastname: Bríza
authors.forename: Erkki
authors.initials: E
authors.lastname: Kolehmainen
mesh_terms: D000731:Androstanes / Q000138:chemical synthesis / Q000737:chemistry*; D002247:Carbon Isotopes; D005461:Fluorine / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods* / Q000592:standards; D008968:Molecular Conformation; D011522:Protons; D012015:Reference Standards; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods*; D013237:Stereoisomerism; D013256:Steroids / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: C528038:3,3-difluoro-5alpha-androstan-17-one; C528037:3,3-difluoro-5beta-cholan-24-oic acid; D000731:Androstanes; D002247:Carbon Isotopes; D011522:Protons; D013256:Steroids; D005461:Fluorine