1H NMR discrimination of CHF4226.01 diastereoisomers in DMSO-d6

Magn Reson Chem. 2009 Jul;47(7):551-61. doi: 10.1002/mrc.2427.

Abstract

Two diastereoisomers CHF4226.01 (R, R) and CHF4232.01 (S, R), differing for a chiral center, have been studied to investigate their possible discrimination using NMR. 1D NMR and 2D NMR experiments, such as COSY, NOESY and ROESY, were performed on pure isomers and on the association complexes formed in the presence of the chiral reagent (S)-(-)-1-(2-napthyl)ethylamine (S-NEA). Moreover, computational studies, concerning conformational analysis and molecular dynamics, were started and supported the NMR results.

Publication types

  • Comparative Study

MeSH terms

  • Amphetamines / chemistry*
  • Bronchodilator Agents / chemistry*
  • Dimethyl Sulfoxide / chemistry
  • Hydroxyquinolines / chemistry*
  • Magnetic Resonance Spectroscopy
  • Stereoisomerism

Substances

  • Amphetamines
  • Bronchodilator Agents
  • Hydroxyquinolines
  • carmoterol
  • Dimethyl Sulfoxide