Proton and carbon-13 nuclear magnetic resonance studies on methyl (methyl d-galactosid)uronates and their per-O-acetyl derivatives |
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Authors: | Betty Matsuhiro Alberto B Zanlungo Guy GS Dutton |
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Institution: | Departamento de Química, Facultad de Ciencia, Universidad Técnica del Estado, Av. Ecuador 3469, Santiago Chile;Department of Chemistry, The University of British Columbia, Vancouver, B.C. V6T 1Y6 Canada |
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Abstract: | The 1H- and 13C-n.m.r. spectra of the anomeric methyl (methyl d-galactosid)uronates, as well as the 1H-n.m.r. spectra of their acetyl derivatives, were analyzed. The spectra of the unacetylated d-galactopyranosiduronates showed good correlation with those of the corresponding anomeric d-galactopyranuronic acids and their methyl esters, and with those of the anomeric methyl d-galactopyranosides. From the values of the chemical shifts and coupling constants, it was concluded that the anomeric methyl (methyl d-galactopyranosid)uronates and their corresponding peracetates are in the 4C1(d) conformation. The chemical shifts in the 13C-n.m.r. spectra show good correlation with those of the methyl d-galactosides. The signals of the furanose derivatives appear at fields lower than those of the corresponding pyranose compounds. |
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Keywords: | To whom correspondence should be addressed |
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