The kinetics and mechanism of the deprotection (detritylation) of 5'-O-(4,4'-dimethoxytrityl)-2'-deoxythymidine nucleoside catalysed by dichloroacetic acid to give a 4,4'-dimethoxytrityl carbocation have been studied in toluene, dichloromethane and acetonitrile. There is little or no effect of ...
1-β-D-Lyxofuranosyluracils were synthesized in high yield by simply refluxing 2,2′-anhydro-1-(3′-O-mesyl-β-D-arabinofuranosyl)-uracil derivatives in water. The mechanism of the reaction has been established to proceed via 3′-O-mesylarabinofuranosyluracil (VII), and 2,3′-anhydrolyx...
Trityl deprotectionCeric ammonium nitrateDeprotection mechanismMorpholino nucleosidesCerium(III) EPREfficient deprotection of tritylated amines to the corresponding amines mediated by 20mol% ceric ammonium nitrate [Ce(NH4)2(NO3)6, CAN], 10equiv of acetic acid and 15equiv of water in dichloromethane is...