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Utilizing Reusable Catalyst Phosphotungstic Acid for the Synthesis of Thioglycoside from Per-O-acetyl Saccharides with Microwave-Assisted and De-O-acetylation with Methanol

[Image: see text] Traditional methods for synthesizing complex oligosaccharides currently developed are not efficient, requiring a new glycosylation methodology. Herein, using phosphotungstic acid (PTA) as a catalyst has demonstrated to be a simple possibility for carbohydrate synthesis. The methodo...

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Autores principales: Chen, Jyun-Siao, Lo, Tai-Chung, Hsieh, Ya-Chi, Chen, Ching-Hsien, Lin, Michelle, Lin, Heng-Yan, Hung, Ming-Wei, Wu, Hsin-Ru, Luo, Shun-Yuan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9996587/
https://www.ncbi.nlm.nih.gov/pubmed/36910976
http://dx.doi.org/10.1021/acsomega.3c00362
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author Chen, Jyun-Siao
Lo, Tai-Chung
Hsieh, Ya-Chi
Chen, Ching-Hsien
Lin, Michelle
Lin, Heng-Yan
Hung, Ming-Wei
Wu, Hsin-Ru
Luo, Shun-Yuan
author_facet Chen, Jyun-Siao
Lo, Tai-Chung
Hsieh, Ya-Chi
Chen, Ching-Hsien
Lin, Michelle
Lin, Heng-Yan
Hung, Ming-Wei
Wu, Hsin-Ru
Luo, Shun-Yuan
author_sort Chen, Jyun-Siao
collection PubMed
description [Image: see text] Traditional methods for synthesizing complex oligosaccharides currently developed are not efficient, requiring a new glycosylation methodology. Herein, using phosphotungstic acid (PTA) as a catalyst has demonstrated to be a simple possibility for carbohydrate synthesis. The methodology is engineered into a PTA-catalyzed thioglycoside preparation under microwave conditions and de-O-acetylation of carbohydrates. These easier operations and convenient protocols display a wide substrate scope. Moreover, both methods can be developed into a one-pot reaction for the efficient synthesis of carbohydrate analogues.
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spelling pubmed-99965872023-03-10 Utilizing Reusable Catalyst Phosphotungstic Acid for the Synthesis of Thioglycoside from Per-O-acetyl Saccharides with Microwave-Assisted and De-O-acetylation with Methanol Chen, Jyun-Siao Lo, Tai-Chung Hsieh, Ya-Chi Chen, Ching-Hsien Lin, Michelle Lin, Heng-Yan Hung, Ming-Wei Wu, Hsin-Ru Luo, Shun-Yuan ACS Omega [Image: see text] Traditional methods for synthesizing complex oligosaccharides currently developed are not efficient, requiring a new glycosylation methodology. Herein, using phosphotungstic acid (PTA) as a catalyst has demonstrated to be a simple possibility for carbohydrate synthesis. The methodology is engineered into a PTA-catalyzed thioglycoside preparation under microwave conditions and de-O-acetylation of carbohydrates. These easier operations and convenient protocols display a wide substrate scope. Moreover, both methods can be developed into a one-pot reaction for the efficient synthesis of carbohydrate analogues. American Chemical Society 2023-02-21 /pmc/articles/PMC9996587/ /pubmed/36910976 http://dx.doi.org/10.1021/acsomega.3c00362 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Chen, Jyun-Siao
Lo, Tai-Chung
Hsieh, Ya-Chi
Chen, Ching-Hsien
Lin, Michelle
Lin, Heng-Yan
Hung, Ming-Wei
Wu, Hsin-Ru
Luo, Shun-Yuan
Utilizing Reusable Catalyst Phosphotungstic Acid for the Synthesis of Thioglycoside from Per-O-acetyl Saccharides with Microwave-Assisted and De-O-acetylation with Methanol
title Utilizing Reusable Catalyst Phosphotungstic Acid for the Synthesis of Thioglycoside from Per-O-acetyl Saccharides with Microwave-Assisted and De-O-acetylation with Methanol
title_full Utilizing Reusable Catalyst Phosphotungstic Acid for the Synthesis of Thioglycoside from Per-O-acetyl Saccharides with Microwave-Assisted and De-O-acetylation with Methanol
title_fullStr Utilizing Reusable Catalyst Phosphotungstic Acid for the Synthesis of Thioglycoside from Per-O-acetyl Saccharides with Microwave-Assisted and De-O-acetylation with Methanol
title_full_unstemmed Utilizing Reusable Catalyst Phosphotungstic Acid for the Synthesis of Thioglycoside from Per-O-acetyl Saccharides with Microwave-Assisted and De-O-acetylation with Methanol
title_short Utilizing Reusable Catalyst Phosphotungstic Acid for the Synthesis of Thioglycoside from Per-O-acetyl Saccharides with Microwave-Assisted and De-O-acetylation with Methanol
title_sort utilizing reusable catalyst phosphotungstic acid for the synthesis of thioglycoside from per-o-acetyl saccharides with microwave-assisted and de-o-acetylation with methanol
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9996587/
https://www.ncbi.nlm.nih.gov/pubmed/36910976
http://dx.doi.org/10.1021/acsomega.3c00362
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