A Greener Technique for Microwave-Assisted O-Silylation and Silyl Ether Deprotection of Uridine and Other Substrates

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A Greener Technique for Microwave-Assisted O-Silylation and Silyl Ether Deprotection of Uridine and Other Substrates

Pasqualini, Claudia; Poggialini, Federica; Vagaggini, Chiara; Brai, Annalaura; Dreassi, Elena

Chemistry, 12/2022, Volume: 4, Issue: 4

Journal Article

A single clean, good-yielding, environment-friendly microwave-assisted procedure for O-silylation of uridine with tert-butyldimethylsilyl chloride (TBDMSCl), 1,8-Diazabicyclo(5.4.0)undec-7-ene (DBU) and potassium nitrate as catalyst under solvent-free conditions is reported. Subsequent silyl ether deprotection is accomplished with a reusable acidic resin via microwave irradiation. Both the silylation and desilylation protocols have been applied to a panel of alcohols of pharmaceutical interest.

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Pasqualini, Claudia | Poggialini, Federica | Vagaggini, Chiara | Brai, Annalaura | Dreassi, Elena

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