Total Synthesis of the Repeating Unit of Streptococcus pneumoniae Zwitterionic Polysaccharide Sp1,The Journal of Organic Chemistry

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Total Synthesis of the Repeating Unit of Streptococcus pneumoniae Zwitterionic Polysaccharide Sp1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2021-12-03 , DOI: 10.1021/acs.joc.1c02409
Antara Ghosh ₁ , Suvarn S Kulkarni ₁

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Reported herein is the total synthesis of the trisaccharide repeating unit of Streptococcus pneumoniae zwitterionic polysaccharide Sp1 containing a rare sugar, 2-acetamido-4-amino-2,4,6-trideoxy-d-galactose (AAT), and three consecutive 1,2-cis-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.

中文翻译：

肺炎链球菌两性离子多糖Sp1重复单元的全合成

本文报道了肺炎链球菌两性离子多糖 Sp1的三糖重复单元的全合成，该多糖 Sp1 含有稀有糖、2-乙酰氨基-4-氨基-2,4,6-三聚氧-d-半乳糖 (AAT) 和三个连续的 1， 2-顺式-糖苷键。全合成通过高度立体选择性糖基化和后期氧化作为关键步骤完成，涉及最长的 21 步线性序列，总产率为 4.4%。

更新日期：2021-12-17

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