Synthesis, crystal structure, and high-resolution NMR spectroscopy of methyl 3-azido-2,3-dideoxy-4,6-di-O-p-tolylsulfonyl-alpha-D-xylo-hexopyranoside |
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Authors: | Liberek Beata Sikorski Artur Konitz Antoni |
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Affiliation: | Faculty of Chemistry, University of Gdańsk, Sobieskiego 18, PL-80-952 Gdańsk, Poland. beatal@chemik.chem.univ.gda.pl |
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Abstract: | Synthesis of methyl 3-azido-2,3-dideoxy-4,6-di-O-p-tolylsulfonyl- and -6-O-p-tolylsulfonyl-alpha-D-xylo-hexopyranosides is presented. High-resolution 1H and 13C NMR spectral data for both compounds and their precursors, and the single-crystal X-ray diffraction analysis for methyl 3-azido-2,3-dideoxy-4,6-di-O-p-tolylsulfonyl-alpha-D-xylo-hexopyranoside are reported. The influence of the O-protective group on the chemical shift of adjacent atoms in the 1H and 13C NMR spectra is discussed. |
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Keywords: | Methyl 3-azido-2,3-dideoxy-α- smallcaps" >d-xylo-hexopyranoside, tosylated X-ray diffraction, single crystal O-Protection, influence on chemical shift |
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