A new series of 6-(aryl)-3,4-dihydro-1-(tetrahydro-3,4-dihydroxy-5-(hydroxymethyl)furan-2-yl)-4-phenylpyrimidine-2(1H)-thione derivative (5A-5J) have been synthesized from 6-(substituted aldehyde)-4-phenylpyrimidine-2(1H)-thione derivative (4A-4J) by the Claisen-Schmidt cyclization and Satos fusion. The structures of the synthesized compounds were elucidated by IR, 1H NMR, elemental analysis and mass spectroscopic techniques. The synthesized compounds were screened for in-vitro antioxidant activity using the DPPH(2,2 diphenyl 1-picrylhydrazyl) assay. The activity summarized by antioxidant activity unit (AAU) and antioxidant activity index (AAI). The antioxidant strength of compounds was compared against ascorbic acid. Among them, compounds 5A, 5D, 5E, 5F exhibited significant antioxidant activity