Synthesis and antimicrobial activity of novel (3a,S)-1-(aminoacid ester)-3a,4-dihydro-3H-1λ5-[1,3,2] oxazaphospholo[3,4-a]indol-1-oxides

Abstract

Synthesis of (3a,S)-1-(amino acid ester)-3a,4-dihydro-3H-1λ 5 -(1,3,2)oxazaphospholo(3, 4- a)indol-1-oxides was accomplished through a two-step process involving preparation of the monochloride and its subsequent reaction with amino acid ester hydrochlorides in dry tetrahydrofuran in the presence of triethylamine at various temperatures. All the title compounds were characterized by IR, 1 H, 13 C, 31 P NMR and mass spectral data. They exhibited significant antimicrobial activity.