SYNTHESIS OF, AND NMR AND CD STUDIES ON, METHYL 4-O-[(R) AND (S)-1-CARBOXYETHYL]-ALPHA-L-RHAMNOPYRANOSIDE AND METHYL 6-O-[(R) AND (S)-1-CARBOXYETHYL]-ALPHA-D-GALACTOPYRANOSIDE

The title compounds were prepared by condensation of a suitably protec ted monosaccharide and (R)- or (S)-2-chloropropanoic acid. Characteriz ation by H-1 and C-13 NMR spectroscopy revealed minor chemical shift d ifferences between the diastereomers. CD spectra showed differences be tween the (R)and (S)-1-carboxyethyl substituted monosaccharides, there by facilitating determination of the absolute configuration of the sub stituent.