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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Gas-liquid chromatographic separation of aldose enantiomers as trimethylsilyl ethers of methyl 2-(polyhydroxyalkyl)thiazolidine-4(R)-carboxylates
Pairs of enantiomers of nine aldoses were separated by gas-liquid chromatography on an OV-17 capillary column as the trimethylsilyl ethers of methyl 2- (polyhydroxyalkyl) -thiazolidine-4 (R)Expand
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Tetrahedron Lett
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  • 2005