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

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

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, thr...

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Bibliographic Details
Main Authors: Yuta Isoda, Norihiko Sasaki, Kei Kitamura, Shuji Takahashi, Sujit Manmode, Naoko Takeda-Okuda, Jun-ichi Tamura, Toshiki Nokami, Toshiyuki Itoh
Format: Article
Language:English
Published: Beilstein-Institut 2017-05-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
automated synthesis
electrochemical oxidation
glycosylation
glucosamine
total synthesis
Online Access:https://doi.org/10.3762/bjoc.13.93
Description
Summary: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.
ISSN:1860-5397

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