Studies on the Dehydration of New 2- (Pentitol-1-YL) Pyridines Having D-Gulo,D-IDO,and L-Manno Configurations |
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| Authors: | M. Bueno Martínez E. Román Galán J. A. Galbis Pérez |
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| Affiliation: | 1. Department of Organic Chemistry, Faculty of Sciences , University of Extremadura , 06071, Badajoz, (Spain);2. Department of Organic Chemistry, Faculty of Pharmacy , University of Seville. , 41071, Seville, (Spain) |
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| Abstract: | Abstract Fusion of 2-trimethylsilylpyridine and tetra-O-acetyl-aldehydo-D-xylose or 2,3:4,5-di-O-isopropylidene-aldehydo-L-arabinose led, after removing of the protecting groups, to 2-(pentitol-1-yl)pyridines of D-gulo and D-ido or L-manno configurations. Dehydration of the sugar-chain with D-gulo and D-ido configurations gave the corresponding 2′,5′-anhydro derivatives, whereas 2-(5-O-isopropyl-L-manno-pentitol-1-yl)-pyridine was the only compound formed by dehydration of the sugar-chain with L-manno configuration. Structural proofs are based on 1H and 13C NMR spectra. |
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