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Authors
Isoda, Yuta Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University
Sasaki, Norihiko Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University
Kitamura, Kei Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University
Takahashi, Shuji Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University
Manmode, Sujit Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University
Takeda-Okuda, Naoko Department of Regional Environment, Faculty of Regional Sciences, Tottori University
Tamura, Jun-ichi Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University / Department of Regional Environment, Faculty of Regional Sciences, Tottori University / Center for Research on Green Sustainable Chemistry, Faculty of Engineering, Tottori University Researchers DB KAKEN
Nokami, Toshiki Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University / Center for Research on Green Sustainable Chemistry, Faculty of Engineering, Tottori University Researchers DB KAKEN
Itoh, Toshiyuki Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University / Center for Research on Green Sustainable Chemistry, Faculty of Engineering, Tottori University Researchers DB KAKEN
Keywords
automated synthesis
electrochemical oxidation
glycosylation
glucosamine
total synthesis
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.
Publisher
Beilstein-Institut
Content Type
Journal Article
Link
ISSN
18605397
Journal Title
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume
13
Start Page
919
End Page
924
Published Date
2017-05-16
Publisher-DOI
Text Version
Publisher
Rights
© 2017 Isoda et al.; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)
Citation
Isoda Yuta, Sasaki Norihiko, Kitamura Kei, et al. Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY. 2017. 13. 919-924. doi:10.3762/bjoc.13.93
Department
Faculty of Engineering/Graduate School of Engineering
Language
English
Web of Science Key ut
WOS:000407582000002