1H,13C, 19F NMR, and ESI mass spectral characterization of two geminal difluorosteroids

Magn Reson Chem. 2008 Apr;46(4):392-7. doi: 10.1002/mrc.2190.

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Androstanes / chemical synthesis
  • Androstanes / chemistry*
  • Carbon Isotopes
  • Fluorine / chemistry*
  • Magnetic Resonance Spectroscopy / methods*
  • Magnetic Resonance Spectroscopy / standards
  • Molecular Conformation
  • Protons
  • Reference Standards
  • Spectrometry, Mass, Electrospray Ionization / methods*
  • Stereoisomerism
  • Steroids / chemical synthesis
  • Steroids / chemistry*

Substances

  • 3,3-difluoro-5alpha-androstan-17-one
  • 3,3-difluoro-5beta-cholan-24-oic acid
  • Androstanes
  • Carbon Isotopes
  • Protons
  • Steroids
  • Fluorine