New class of quaternary ammonium salts, derivatives of methyl D-glucopyranosides |
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Authors: | Pellowska-Januszek Lucyna Dmochowska Barbara Skorupa Eugenia Chojnacki Jaros?aw Wojnowski Wies?aw Wi?niewski Andrzej |
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Institution: | Department of Chemistry, University of Gdańsk, 18 Sobieskiego, PL-80-952 Gdańsk, Poland. |
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Abstract: | Reactions of two aromatic and two aliphatic amines with methyl 6-O-p-toluenesulfonyl-alpha-D-glucopyranoside or methyl 6-O-p-toluenesulfonyl-beta-D-glucopyranoside were performed on a micro-scale. The synthesis and preparative isolation methods have been developed for quaternary N-(methyl 2,3,4-tri-O-acetyl-6-deoxy-alpha- and -beta-D-glucopyranoside-6-yl)ammonium salts derived from three amines: trimethylamine, 2-methylpyridine, and pyridine. The reaction products were examined with 1H, 13C NMR spectroscopy. N-(Methyl 2,3,4-tri-O-acetyl-6-deoxy-beta-d-glucopyranoside-6-yl)trimethylammonium tosylate was additionally analyzed with X-ray crystallography. |
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Keywords: | Quaternary ammonium salt Methyl glucopyranoside 1H 13C NMR spectroscopy X-Ray crystallography |
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