Synthesis and conformational analysis of methyl 3-O-[α-l(and d)-rhamnopyranosyl]maltoside derivatives: A branched trisaccharide with the central glucopyranose residue in the 1C4 conformation
作者:Klaus Bock、José Fernandez-Bolaños Guzman、Rolf Norrestam
DOI:10.1016/0008-6215(88)84113-2
日期:1988.8
fluorides (24 and 25), and the latter transformed into the 1,6-anhydro derivatives by treatment with strong base. The conformations of the acetylated derivatives have been analysed by 1H- and 13C-n.m.r. spectroscopy. In most of the branched trisaccharide derivatives, the conformation of the central glucopyranose residue is predominantly 1C4. X-Ray analysis showed that, in the solid state for the glycosyl
摘要支链三糖4-O-α-d-吡喃葡糖基-3-O-α-l-鼠李糖吡喃糖基-β-d-吡喃葡糖是模型,它来自于志贺氏志贺菌血清型I,1a,具有以下结构: →2)-α-l-Rha-(1→3)-α-l-活性,使用三氟甲磺酸银促进的糖基化反应。类似地,已经合成了模型二糖葡糖苷甲基3-O-α-1(和d)-鼠李吡喃糖基-α(和β)-d-葡糖吡喃糖苷。三糖的乙酰化衍生物已转化为它们的糖基溴化物(22和23)和糖基氟化物(24和25),并且通过用强碱处理将后者转化为1,6-脱水衍生物。乙酰化衍生物的构象已通过1H-和13C-nmr光谱分析。在大多数支链三糖衍生物中,中央吡喃葡萄糖残基的构象主要是1C4。X射线分析表明,在糖基氟化物24的固态下,中心吡喃葡萄糖残基的构象是1C4。