ChemInform Abstract: Preparation, Chemical and Crystal Structures of N-(2-Acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl) pyridinium Chloride

2001

carbohydrates

carbohydrates U 0500 Preparation, Chemical and Crystal Structures of N-(2-Acetamido10 - 207 3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl) pyridinium Chloride. — Reaction of α-D-glucopyranosyl chloride (I) with dry pyridine affords the appropriate salt, exclusively obtained as β-anomer (III). The formation of the β-anomer is probably caused by the influence of the acetamido group and/or by the anomeric effect. The electron charge distribution on the crucial atoms of the cation is determined by ab initio calculations. X-Ray crystallography confirms that (III) crystallizes as a monohydrate. — (DMOCHOWSKA, BARBARA; BEDNARCZYK, DOROTA; NOWACKI, ANDRZEJ; KONITZ, ANTONI; WOJNOWSKI, WIESLAW; WISNIEWSKI, ANDRZEJ; Carbohydr. Res. 329 (2000) 3, 703-707; Dep. Chem., Tech. Univ. Gdansk, PL-80-952 Gdansk, Pol.; EN)

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