136324-03-3Relevant articles and documents
Synthesis and antibacterial activity of 2-(isoxazolidinio-5-yl)carbapenem derivatives
Nishi,Imuta,Kimura,Miwa
, p. 1481 - 1487 (1995)
The synthesis and antibacterial activity of the title compounds having an isoxazolidine ring at the C-2 position are described. These derivatives were synthesized by the 1,3-dipolar cycloaddition reaction of nitrone with 2-vinyl carbapenems. This 1,3-dipolar cycloaddition reaction proceeded regioselectively to give diastereomeric isomers of 2-(isoxazolidin-5-yl)carbapenems. It was ascertained that the antibacterial activity of 1β-methylcarbapenem derivatives was superior to that of the corresponding 1H-carbapenem derivatives, and between the 2-(isoxazolidin-5-yl)-1β-methylcarbapenems the antibacterial activity of the 5'R-isomer was slightly better than that of the 5'S-isomer.