Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
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ISSN-L : 0009-2363
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Facile Discrimination of Aldose Enantiomers by Reversed-Phase HPLC
Takashi TanakaTatsuya NakashimaToshihisa UedaKenji TomiiIsao Kouno
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2007 Volume 55 Issue 6 Pages 899-901

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Abstract

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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© 2007 The Pharmaceutical Society of Japan
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