The synthesis of a disaccharide macrocycle through 2,3-dideoxy glucopyranosyl monosaccharide is reported. 2,3-Dideoxy-erythro-hexopyranosyl thioglycoside possessing a free hydroxy functionality at the C-4 carbon is prepared, and cycloglycosylation is conducted. In the event, the cycloglycosylation occurs with a ring contraction of the monosaccharide moiety and affords the cyclic furanoside disaccharide. Solution-phase and single-crystal X-ray diffraction structural characterizations permit the features of the macrocycle to be uncovered. The solubilization and encapsulation properties of the macrocycle are studied in aqueous solutions with 1-aminoadamantane.

中文翻译：

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由环收缩强制形成环状二糖：2,3-双脱氧吡喃糖苷糖苷供体至呋喃糖苷大环化合物

报道了通过 2,3-二脱氧吡喃葡萄糖基单糖合成二糖大环化合物。制备在 C-4 碳原子上具有游离羟基官能团的2,3-二脱氧-赤型-己吡喃糖基硫糖苷，并进行环糖基化。在这种情况下，环糖基化随着单糖部分的环收缩而发生，并提供环状呋喃糖苷二糖。溶液相和单晶 X 射线衍射结构表征可以揭示大环的特征。在含 1-氨基金刚烷的水溶液中研究了大环化合物的增溶和包封特性。