Gudmundsdottir Anna V, Nitz Mark
Department of Chemistry, University of Toronto, Toronto, ON, Canada.
Org Lett. 2008 Aug 21;10(16):3461-3. doi: 10.1021/ol801232f. Epub 2008 Jul 11.
N'-Glycopyranosylsulfonohydrazides are introduced as glycosyl donors for protecting group free synthesis of O-glycosides, glycosyl azides, and oxazolines. Mono- and disaccharides containing a reducing terminal N-acetylglucosamine residue were condensed with p-toluenesulfonylhydrazide to give the desired beta- d-pyranose donors. These donors can be activated with NBS and then glycosidated with the desired alcohol or transformed to the oxazoline or glycosyl azide.
N'-吡喃糖基磺酰肼被用作糖基供体，用于无保护基合成O-糖苷、糖基叠氮化物和恶唑啉。含有还原性末端N-乙酰葡糖胺残基的单糖和双糖与对甲苯磺酰肼缩合，得到所需的β-d-吡喃糖供体。这些供体可用N-溴代琥珀酰亚胺活化，然后与所需的醇进行糖基化反应，或转化为恶唑啉或糖基叠氮化物。
