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

L. K. Ravindranath, K. S. Bhavani Aishwarya
2014 Jordan Journal of Chemistry  
The target molecules bisphosphates of bis-3-chloro-4-oxoazetidin system (8a-g) were synthesized by reacting (2R,3R)-N 1 , N 4 -bis (2-(4-substituted phenyl)-3-chloro-4-oxoazetidin-1yl)-2,3-dihydroxysuccinamide (6a-e) with different bis/di(alkyl)chlorophosphates (7a-c) in the presence of Et 3 N 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
more » ... ene 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, 1 H-NMR, 13 C-NMR, 31 P-NMR and Mass Spectral data. The antimicrobial activities of these compounds (8a-g) were evaluated and they exhibited significant antimicrobial activity.
doi:10.12816/0026391 fatcat:va7ayqisuzgxrphlskheo566xq