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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Autores principales: Isoda, Yuta, Sasaki, Norihiko, Kitamura, Kei, Takahashi, Shuji, Manmode, Sujit, Takeda-Okuda, Naoko, Tamura, Jun-ichi, Nokami, Toshiki, Itoh, Toshiyuki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5480352/
https://www.ncbi.nlm.nih.gov/pubmed/28684973
http://dx.doi.org/10.3762/bjoc.13.93
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author Isoda, Yuta
Sasaki, Norihiko
Kitamura, Kei
Takahashi, Shuji
Manmode, Sujit
Takeda-Okuda, Naoko
Tamura, Jun-ichi
Nokami, Toshiki
Itoh, Toshiyuki
author_facet Isoda, Yuta
Sasaki, Norihiko
Kitamura, Kei
Takahashi, Shuji
Manmode, Sujit
Takeda-Okuda, Naoko
Tamura, Jun-ichi
Nokami, Toshiki
Itoh, Toshiyuki
author_sort Isoda, Yuta
collection PubMed
description 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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spelling pubmed-54803522017-07-06 Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block Isoda, Yuta Sasaki, Norihiko Kitamura, Kei Takahashi, Shuji Manmode, Sujit Takeda-Okuda, Naoko Tamura, Jun-ichi Nokami, Toshiki Itoh, Toshiyuki Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2017-05-16 /pmc/articles/PMC5480352/ /pubmed/28684973 http://dx.doi.org/10.3762/bjoc.13.93 Text en Copyright © 2017, Isoda et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://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: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Isoda, Yuta
Sasaki, Norihiko
Kitamura, Kei
Takahashi, Shuji
Manmode, Sujit
Takeda-Okuda, Naoko
Tamura, Jun-ichi
Nokami, Toshiki
Itoh, Toshiyuki
Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block
title Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block
title_full Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block
title_fullStr Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block
title_full_unstemmed Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block
title_short Total synthesis of TMG-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block
title_sort total synthesis of tmg-chitotriomycin based on an automated electrochemical assembly of a disaccharide building block
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5480352/
https://www.ncbi.nlm.nih.gov/pubmed/28684973
http://dx.doi.org/10.3762/bjoc.13.93
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