Synthesis of 2,3-diazido-2,3-dideoxy-β-D-mannosides and 2,3-diazido-2,3-dideoxy-β-D-mannuronic acid via stereoselective anomeric O-alkylation

被引：0
|
作者：
Banjara, Rama [1 ,2 ]
Thapa, Prakash [1 ,2 ]
Kela, Shailja Hitesh [1 ,2 ]
Wu, Fenglang [1 ,2 ]
Zhu, Jianglong [1 ,2 ]
机构：
[1] Univ Toledo, Dept Chem & Biochem, 2801 West Bancroft St, Toledo, OH 43606 USA
[2] Univ Toledo, Sch Green Chem & Engn, 2801 West Bancroft St, Toledo, OH 43606 USA
来源：
CARBOHYDRATE RESEARCH | 2024年 / 545卷
基金：
美国国家卫生研究院;
关键词：
Anomeric O -alkylation; beta-Mannoside; beta-Mannuronic acid; Bacterial polysaccharides; TRISACCHARIDE REPEATING-UNIT; CONTAINING GLYCAN CHAIN; POLYSACCHARIDE;
D O I：
10.1016/j.carres.2024.109279
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Stereoselective synthesis of 2,3-diazido-2,3-dideoxy-beta-d-mannosides has been accomplished via Cs2CO3-mediated anomeric O-alkylation of 2,3-diazido-2,3-dideoxy-beta-d-mannoses with primary electrophiles. Selective oxidation of the C6 primary alcohol of the 2,3-diazido-2,3-dideoxy-beta-d-mannoside successfully produced corresponding 2,3-diazido-2,3-dideoxy-beta-d-mannuronic acid.
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页数：7
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