Synthesis, characterisation and antimicrobial activity of (5-bromo-5-nitro-2-oxido-1,3,2-dioxaphosphinan-2-yl) amino acid esters

Abstract

Synthesis of a new series of (5-bromo-5-nitro-2-oxido-1,3,2-dioxaphosphinan-2-yl)amino acid esters (3a–l) was accomplished via a two step process, which involves the prior preparation of the monochloride intermediate (2) and its subsequent reaction with the amino acid esters in dry tetrahydrofuran in the presence of triethylamine at reflux temperature. The title compounds (3a–l) structures were established by analytical, IR, 1H-, 13C- and 31P-NMR, and mass spectral data. They exhibited significant antibacterial and antifungal activity.

Keywords

• dioxaphosphinane
• 2-bromo-2-nitropropane-1
• 3-diol
• amino acid ester hydrochlorides
• antibacterial activity
• antifungal activity