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Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block

Yuta IsodaDepartment of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan,Norihiko SasakiDepartment of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan,Kei KitamuraDepartment of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan,Shuji TakahashiDepartment of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan,Sujit ManmodeDepartment of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan,Naoko Takeda‐OkudaDepartment of Regional Environment, Faculty of Regional Sciences, Tottori University, 4-101 Koyama-minami, Tottori 680-8551, JapanJun‐ichi TamuraDepartment of Regional Environment, Faculty of Regional Sciences, Tottori University, 4-101 Koyama-minami, Tottori 680-8551, JapanToshiki NokamiCenter for Research on Green Sustainable Chemistry, Faculty of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, JapanToshiyuki ItohCenter for Research on Green Sustainable Chemistry, Faculty of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan
2017en
ABI

Annotatsiya

The total synthesis of TMG-chitotriomycin using an automated electrochemical synthesizer for the assembly of carbohydrate building blocks is demonstrated. We have successfully prepared a precursor of TMG-chitotriomycin, which is a structurally-pure tetrasaccharide with typical protecting groups, through the methodology of automated electrochemical solution-phase synthesis developed by us. The synthesis of structurally well-defined TMG-chitotriomycin has been accomplished in 10-steps from a disaccharide building block.

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