Synthesis of β-amino alcohols from D-glucose and their molecular docking studies against β1- and β2-adrenoreceptors

A simple and convenient methodology has been developed for the synthesis of beta-amino alcohols from native sugar D-glucose. First, D-glucose was converted into 2,6-anhydro-3,4,5,7-tetra-O-benzyl-heptitol which was then converted into its corresponding epoxide. Finally, the epoxide was reacted with variety of amines in the presence of samarium (III) trifluoromethanesulfonate to afford beta-amino alcohols regioselectively in excellent yields of 90-95% followed by debenzylation to afford hydroxylated derivatives. Additionally, molecular docking studies of the synthesized compounds considering beta(1)- and beta(2)-adrenoreceptors as target structures were performed.