Jana Supratim, Bharali Mrinmoy Manash, Santra Abhishek
Department of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500007, India.
Academy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India.
J Org Chem. 2025 Apr 4;90(13):4659-4674. doi: 10.1021/acs.joc.5c00074. Epub 2025 Mar 25.
Herein, we communicate a concise synthetic strategy for the first total synthesis of the -antigenic tetrasaccharide repeating unit of EK30A polysaccharide. The structurally unique tetrasaccharide possesses three consecutive 1,2--glycosidic linkages and two rare sugar units, .., d-FucNAc and d-Qui4NAc. All functionalized monosaccharides were efficiently synthesized from naturally abundant and inexpensive d-galactose to make the synthetic route affordable and convenient. The tetrasaccharide was synthesized using highly stereoselective, convergent (1 + 2 + 1) and carefully optimizing a high-yielding glycosylation strategy.
在此，我们报道了一种简洁的合成策略，用于首次全合成EK30A多糖的α-抗原性四糖重复单元。这种结构独特的四糖具有三个连续的1,2-α-糖苷键和两个罕见的糖单元，即d-FucNAc和d-Qui4NAc。所有功能化单糖均由天然丰富且廉价的d-半乳糖高效合成，以使合成路线经济实惠且简便。该四糖通过高度立体选择性、汇聚式（1 + 2 + 1）并仔细优化的高产糖基化策略合成。
