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


ABSTRACT: 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.

SUBMITTER: Isoda Y 

PROVIDER: S-EPMC5480352 | biostudies-other | 2017

REPOSITORIES: biostudies-other

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

Isoda Yuta Y   Sasaki Norihiko N   Kitamura Kei K   Takahashi Shuji S   Manmode Sujit S   Takeda-Okuda Naoko N   Tamura Jun-Ichi JI   Nokami Toshiki T   Itoh Toshiyuki T  

Beilstein journal of organic chemistry 20170516


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 disac  ...[more]

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