Regioselective <em>O</em>-Glycosylation of Nucleosides <em>via</em> the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides

Hidehisa Someya; Taiki Itoh; Mebae Kato; Shin Aoki

doi:10.3791/57897

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Regioselective O- glykosylering af Nukleosider via den midlertidige 2', 3'-Diol beskyttelse af en Boronic Ester til syntese af disaccharid Nukleosider

Regioselective <em>O</em>-Glycosylation of Nucleosides <em>via</em> the Temporary 2′,3′-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides

JoVE Journal
Chemistry

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JoVE Journal Chemistry

Regioselective O-Glycosylation of Nucleosides via the Temporary 2′,3′-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides

Regioselective O- glykosylering af Nukleosider via den midlertidige 2', 3'-Diol beskyttelse af en Boronic Ester til syntese af disaccharid Nukleosider

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8,608 Views

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08:46 min

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July 26, 2018

DOI:

10.3791/57897-v

DOI:

10.3791/57897-v

•

08:46 min

July 26, 2018

•

2 Views

Hidehisa Someya¹, Taiki Itoh¹, Mebae Kato¹, Shin Aoki^1,2

¹Faculty of Pharmaceutical Sciences,Tokyo University of Science, ²Imaging Frontier Center,Tokyo University of Science

Transcript

Summary

Her, vi præsenterer protokoller til syntese af disaccharid Nukleosider af regioselective O- glykosylering af ribonucleosides via en midlertidig beskyttelse af deres 2', 3'-diol fraspaltning udnytter en cyklisk boronic ester. Denne metode gælder for flere ubeskyttede Nukleosider adenosin, Guanosinmonofosfat, cytidine, uridine, 5-methyluridine og 5-fluorouridine til at give tilsvarende disaccharid Nukleosider.