1H,13C, 19F NMR, and ESI mass spectral characterization of two geminal difluorosteroids.
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.
Sievänen
Elina
E
Department of Chemistry, FIN-40014, University of Jyväskylä, Finland. elvirtan@cc.jyu.fi
Noponen
Virpi
V
Král
Vladimír
V
Bríza
Tomás
T
Kolehmainen
Erkki
E
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*
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