Department of Chemistry, Aarhus University, Langelandsgade 140, 8000 Aarhus C, Denmark.
J Org Chem. 2023 Sep 1;88(17):12531-12541. doi: 10.1021/acs.joc.3c01267. Epub 2023 Aug 10.
We report on the stereoselective multigram scale preparation of cyclohexyl- and phenyl thioglycosides of 2-azido-2-deoxy-β-d-gluco- and galactopyranosides from d--acetylglucosamine using a catalytic and solvent-free method. Two of the prepared building blocks were used as key intermediates for the synthesis of human milk oligosaccharides LNT and LNnT in their protected form.
我们报告了一种从 d--乙酰氨基葡萄糖出发，使用催化无溶剂方法立体选择性地制备克级规模的 2-叠氮-2-脱氧-β-d-吡喃葡萄糖和吡喃半乳糖苷的环己基和苯基硫代糖苷。其中两个制备的砌块被用作保护形式的人乳寡糖 LNT 和 LNnT 合成的关键中间体。
