Facile discrimination of aldose enantiomers by reversed-phase HPLC.

  title={Facile discrimination of aldose enantiomers by reversed-phase HPLC.},
  author={Takashi Tanaka and Tatsuya Nakashima and Toshihisa Ueda and K. Tomii and Isao Kouno},
  journal={Chemical \& pharmaceutical bulletin},
  volume={55 6},
One-pot reactions of aldoses with L-cysteine methyl ester and o-tolyl isothiocyanate yielded methyl 2-(polyhydroxyalkyl)-3-(o-tolylthiocarbamoyl)-thiazolidine-4(R)-carboxylates. Direct HPLC analysis of the reaction mixture and UV detection at 250 nm discriminated D- and L-enantiomers of aldoses. The reaction was applied to the determination of absolute configuration the sugar residues of an aroma precursor. 

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