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

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

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 d...

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Veröffentlicht in:Chemistry 2022-12, Vol.4 (4), p.1714-1722
Hauptverfasser: Pasqualini, Claudia, Poggialini, Federica, Vagaggini, Chiara, Brai, Annalaura, Dreassi, Elena
Format: Artikel
Sprache:eng
Schlagworte:
Alcohol
Alcohols
Antiviral agents
Chromatography
Experiments
Iodine
Methods
microwave
Nucleosides
Reagents
resin cleavage
Severe acute respiratory syndrome coronavirus 2
silylation
solvent-free
Solvents
Substrates
Terpenes
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Beschreibung
Zusammenfassung: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.
ISSN:2624-8549
2624-8549
DOI:10.3390/chemistry4040112