152005-95-3

Upstream product

• 50-00-0 formaldehyd 
• 4229-44-1 N-methylhydroxyamine hydrochloride 
• 151919-80-1 p-methoxybenzyl (1S,5R,6S)-1-methyl-6-<(1R)-1-(triethylsilyloxy)ethyl>-2-vinylcarbapen-2-em-3-carboxylate 
• 135271-52-2 p-Methoxybenzyl (1S,5R,6S)-2-Hydroxymethyl-1-methyl-6-<(R)-1-trinthylsilyloxyethyl>carbapen-2-em-3-carboxylate 
• 136324-03-3 (4S,5R,6S)-3-Iodomethyl-4-methyl-7-oxo-6-((R)-1-triethylsilanyloxy-ethyl)-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-methoxy-benzyl ester 

Downstream Products

• 151919-77-6 p-methoxybenzyl (1S,5R,6S)-6-<(1R)-1-hydroxyethyl>-1-methyl-2-<(5S)-2-methyl-isoxazolidin-5-yl>-carbapen-2-em-3-carboxylate 

Relevant academic research and scientific papers

Synthesis and antibacterial activity of 2-(isoxazolidinio-5-yl)carbapenem derivatives

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.