Synthesis And Biological Activity Of 2-(2-Amino-2-Phenylethyl)-5-Oxotetrahydrofuran-2-Carboxylic Acid: A Microwave-Assisted 1,3-Dipolar Cycloaddition Approach

The microwave-assisted 1,3-dipolar cycloaddition of furanyl and benzyl oximes and several methyl acrylates effectively provided several isoxazoline when mediated by diacetoxyiodobenzene. The selected isoxazoline, methyl-5-(3-methoxy-3-oxopropyl)-3-phenyl-4,5-dihydro isoxazole-5-carboxylate, was rapidly transformed to the gamma-lactone carboxylic acid, 2-(2-amino-2-phenylethyl)-5-oxotetrahydrofuran-2-carboxylic acid, in reasonable yield. The biological activity of this gamma-lactone carboxylic acid increased the growth of E. coli organisms by about 44% and has a potential significance in stem cell research.