Simple method for fast deprotection of nucleosides by triethylamine-catalyzed methanolysis of acetates in aqueous medium

A straightforward methodology for deacetylation of protected ribonucleosides was developed based on triethylamine-catalyzed solvolysis in aqueous methanol. Reactions are completed in a few minutes under microwave irradiation and the free nucleosides are obtained in high yield after simple evaporatio...

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Veröffentlicht in:Journal of the Brazilian Chemical Society 2010, Vol.21 (5), p.859-866
Hauptverfasser: Meier, Lidiane, Monteiro, Gustavo C., Baldissera, Rodrigo A. M., Sá, Marcus Mandolesi
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Sprache:eng
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Zusammenfassung:A straightforward methodology for deacetylation of protected ribonucleosides was developed based on triethylamine-catalyzed solvolysis in aqueous methanol. Reactions are completed in a few minutes under microwave irradiation and the free nucleosides are obtained in high yield after simple evaporation of volatiles. Other important features include the involvement of readily available reagents and the compatibility with diverse functional groups, which make this process very attractive for broad application.
ISSN:0103-5053
1678-4790
DOI:10.1590/S0103-50532010000500013