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Synthesis of, and NMR and CD studies on, methyl 4-O-[(R)- and (S)-1-carboxyethyl]-α-l-rhamnopyranoside and methyl 6-O-[(R)- and (S)-1-carboxyethyl]-α-d-galactopyranoside

✍ Scribed by Mats Andersson; Lennart Kenne; Roland Stenutz; Göran Widmalm


Book ID
102998460
Publisher
Elsevier Science
Year
1994
Tongue
English
Weight
487 KB
Volume
254
Category
Article
ISSN
0008-6215

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✦ Synopsis


The title compounds were prepared by condensation of a suitably protected monosaccharide and (RI-or W2chloropropanoic acid. Characterization by 'H and 13C NMR spectroscopy revealed minor chemical shift differences between the diastereomers. CD spectra showed differences between the (RIand (S)-l-carboxyethyl substituted monosaccharides, thereby facilitating determination of the absolute configuration of the substituent.


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