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A simple and convenient methodology has been developed for the synthesis of  β -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  β -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  β1 - and  β2 -adrenoreceptors as target structures were performed.

synthetic communications

Synthesis of  β -amino alcohols from D-glucose and their molecular docking studies against  β                  1 - and  β                  2 - adrenoreceptors