Synthesis of N-glycosylated Dihydropyrimidones – A Novel Approach Using Epoxy Sugar

Background: A novel route towards synthesis of N-glycosylated dihydropyrimidones (DHPMs) using epoxy sugar has been described. The DHPM derivatives were synthesised from aromatic aldehydes, urea/thiourea and ethyl acetoacetate in presence of CuCl and BF3.OEt2. The reported methodology of glycosylation of DHPMs is of synthetic importance and can overcome traditionally utilized multistep synthesis of N-glycosylated heterocycles. The proposed economical and convenient methodology can open new pathways to generate biologically important glycosylated molecules. The dihydropyrimidone derivatives and their corresponding glycosides were characterized using 1H, 13C NMR and elemental analytical methods. Keywords: Biginelli reaction, dihydropyrimidone-N-glycosides, epoxy sugar, heterocyclic compounds, N-glycosylation.