Synthesis of 2-amino alcohols from imidazole derivatives: Experimental and in silico study.

Abstract

β-Amino alcohols are promising molecules as synthon as well possess significant biological activity. The synthesis of β-Amino alcohols involves mainly reaction of epichlorohydrin with various amines. Most of the work ignore the side products formed during the course of the reaction. In an ongoing effort to discover a noble series of imidazole-based epoxides, which can act as synthon for the synthesis of β-Amino alcohols, were designed and synthesized using a mild, efficient, and metal free approach starting from N₁-hydroxy-2,4,5-trisubstituted-imidazoles and epichlorohydrin as precursor compound which may have higher potential to show biological activity. We have come across two different products which might have significant importance for the derivatization leading to the formation of biological active molecules. To support the experimental finding, we have performed Density Functional Theory (DFT) calculation. On the basis of the experimental findings and theoretical calculation we have drawn the reaction pathway that led to the product formation.