Study on synthesis of 2-(substituted benzylidene)amino-2-deoxy-1,3,4,6- tetra-O-acetyl-β-D-glucopyranoses from D-glucosamine

摘要

The conditions in catalysts and in reaction time for the reaction of protected β-D-glucosamine hydrochloride with different substituted benzaldehydes have been investigated in the presence of various inorganic and organic bases. Based on obtained results, the general procedure for the synthesis of Schiff's bases from tetra-O-acetyl-β-D-glucosamine hydrochloride and substituted benzaldehydes has been optimized. Reaction yields were 28-80%. Azomethines 6a-i have the scavenging effect on the DPPH radical with values of IC_(50) of 50-75 μM.