Magnetic Resonance in Chemistry 2006-02-01

Monosaccharides as internal probes for the determination of the absolute configuration of 2-butanol.

Patrycja Seroka, Marcin Płosiński, Jacek Czub, Paweł Sowiński, Jan Pawlak

Index: Magn. Reson. Chem. 44(2) , 132-8, (2006)

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Abstract

D-Glucose, D-mannose and L-rhamnose were reacted with a racemic mixture of 2-butanol, and the resulting alpha-glycosides were analyzed by 1H NMR with COSY and NOESY experiments. Conformational analysis of alpha-glycosidic bonds performed with molecular modeling and appropriate heteronuclear long-range coupling measurements and combined with analysis of dipolar couplings observed in NOESY spectra allowed the assignment of absolute configuration in the aglycones of elucidated alpha-glycosides.Copyright 2005 John Wiley & Sons, Ltd.

Related Compounds

  • (±)-2-Butanol
  • UNII:FE7IK35O...
  • (S)-(+)-2-Butanol
  • (R)-(-)-2-Butanol

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