Synthesis, Characterization and Antimicrobial Evaluation of Bisphosphates with Bis-3-chloro-4-oxoazetidin System Derived from Optically Active Tartaric Acid

The target molecules bisphosphates of bis-3-chloro-4-oxoazetidin system (8a-g) weresynthesized by reacting (2r,3r)- n^1, n^4-bis (2-(4-substituted phenyl)-3-chloro-4-oxoazetidin-1- yl)-2,3-dihydroxysuccinamide (6a-e) with different bis/di(alkyl)chlorophosphates (7a-c) in the presence of et3n in dry toluene / thf solvent mixture. bis-3-chloro-4-oxoazetidin system was obtained from optically active diethyl tartarate (1). its hydrazide (3) on reaction with 4-substituted benzaldehyde gave benzylidene derivatives (4a-e) which were further allowed to undergo condensation with chloroacetyl chloride in triethylamine and dry 1,4-dioxane to afford (6a-e). the structure of these newly synthesized products (8a-g) were confirmed from their ir, ^1h-nmr, ^13cnmr, ^31p-nmr and mass spectral data. the antimicrobial activities of these compounds (8a-g) were evaluated and they exhibited significant antimicrobial activity.