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.
Pasqualini, C., Poggialini, F., Vagaggini, C., Brai, A., Dreassi, E. (2022). A greener technique for microwave-assisted O-Silylation and silyl ether deprotection of uridine and other substrates. CHEMISTRY, 4(4), 1714-1722 [10.3390/chemistry4040112].
A greener technique for microwave-assisted O-Silylation and silyl ether deprotection of uridine and other substrates
Pasqualini C.Investigation
;Poggialini F.Investigation
;Vagaggini C.Investigation
;Brai A.
Conceptualization
;Dreassi E.Funding Acquisition
2022-01-01
Abstract
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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https://hdl.handle.net/11365/1226934