Glycosyl amino esters (2–13) on reaction with different isocyanates resulted in quantitative conversion to glycosyl ureas (14-–32). Few of the selected ureas (15–20, 22–28, 30 and 32) on cyclative amidation with DBU/TBAB/4 Å MS gave respective dihydropyrimidinones in fair to good yields (33–47). The compounds were screened for α-glucosidase inhibitory activity and two (19 and 23) of them showed strong inhibition against rat intestinal α-glucosidase. The compounds were also screened against Mycobacterium aurum, however, only one (19) of them exhibited marginal antitubercular activity. ©2000 Elsevier Science Ltd. All rights reserved.