Department of Chemistry, Indian Institute of Technology Bombay, Mumbai 400076, India.
J Org Chem. 2021 Dec 17;86(24):18292-18299. doi: 10.1021/acs.joc.1c02409. Epub 2021 Dec 3.
Reported herein is the total synthesis of the trisaccharide repeating unit of zwitterionic polysaccharide Sp1 containing a rare sugar, 2-acetamido-4-amino-2,4,6-trideoxy-d-galactose (AAT), and three consecutive 1,2--glycosidic linkages. The total synthesis was completed via highly stereoselective glycosylations and late-stage oxidation as key steps involving a longest linear sequence of 21 steps with 4.4% overall yield.
本文报道了一种含有稀有糖 2-乙酰氨基-4-氨基-2,4,6-三脱氧-d-半乳糖(AAT)和三个连续 1,2--糖苷键的两性多糖 Sp1 的三糖重复单元的全合成。全合成通过高度立体选择性的糖苷化和后期氧化作为关键步骤完成,涉及最长线性序列 21 步,总收率为 4.4%。