Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
Org Lett. 2023 Mar 10;25(9):1509-1513. doi: 10.1021/acs.orglett.3c00290. Epub 2023 Feb 28.
Herein, we report a highly efficient total synthesis of type 8 trisaccharide repeating unit in a lesser number of steps and high stereoselectivity. The complex trisaccharide contains rare amino sugars, viz., d-fucosamine, l-fucosamine, and 2-acetamido d-mannuronic acid. The installation of consecutive sterically hindered 1,2- glycosidic linkages, especially β-mannosylation, is the key challenge in this synthesis. The total synthesis of target molecule was completed via a longest linear sequence of 18 steps in 7.1% overall yield.
在此，我们报告了一种高效的 8 型三糖重复单元的全合成方法，该方法具有较少的步骤和较高的立体选择性。该复杂的三糖含有罕见的氨基糖，即 d-岩藻糖胺、l-岩藻糖胺和 2-乙酰氨基 d-甘露糖醛酸。在这个合成中，连续的空间位阻 1,2-糖苷键的引入，特别是β-甘露糖基化，是一个关键的挑战。目标分子的全合成是通过最长的线性序列 18 步完成的，总收率为 7.1%。
