Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Nishikyoku, Kyoto 615-8510, Japan.
Org Lett. 2013 Sep 6;15(17):4520-3. doi: 10.1021/ol402034g. Epub 2013 Aug 15.
A new iterative one-pot sequential method for the solution-phase synthesis of oligosaccharides has been devised on the basis of the electrochemical oxidation of a propagating thioglycoside terminus to generate the corresponding triflate, followed by the reaction with a thioglycoside building block having a free hydroxyl group. A practical automated synthesizer was developed for the method and was effectively used for assembling up to six thioglycoside building blocks to synthesize partial structures of poly-β-D-(1-6)-N-acetylglucosamine.
一种新的迭代一锅顺序法被设计用于寡糖的溶液相合成，该方法基于通过电化学氧化一个延伸的硫糖苷末端生成相应的三氟甲磺酸酯，然后与具有游离羟基的硫糖苷砌块反应。该方法开发了一种实用的自动化合成器，并有效地用于组装多达六个硫糖苷砌块来合成聚-β-D-(1-6)-N-乙酰葡萄糖胺的部分结构。
