Synthesis and Bioassay of Alkyl-2-[(5,6-dimethyl-2-sulfido-1,3,4,7,2-dioxadiazaphosphepin-2-yl)amino] Alkyl/Aryl Esters

Abstract

Synthesis of alkyl-2-[(5,6-dimethyl-2-sulfido-1,3,4,7,2-dioxadi- azaphosphepin-2-yl)amino]alkyl/aryl esters (3a–j) was accomplished via a two-step process. It involves the prior preparation of monochloride intermediate (2) and its subsequent reaction with the amino acid esters in dry tetrahydrofuran in the presence of triethylamine at reflux temperature. These compounds were characterized by infrared (IR), 1H-, 13C-, and 31P-nuclear magnetic resonance (NMR), and mass and elemental analysis and were found to exhibit potent antimicrobial activity.