• Bulletin of the Korean Chemical Society
• /
• v.29 no.8
• /
• pp.1575-1578
• /
• 2008

• Bulletin of the Korean Chemical Society
• /
• v.15 no.9
• /
• pp.758-761
• /
• 1994

A new kind of aminophosphonopeptides containing carbapenem, allyl-(5R,6S)-3-(2-carbobenzyloxyamino-3-dialkylph osphonopropionyl-2-amino)ethanthio-6-{(1'R)-hydro xyethyl}-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-carb oxylate 1a-1d, have been synthesized. 2-Carbobenzyloxyamino-3-dialkylphosphonopropion yl-2-amino-ethanethiol 7a-7d, aminophosphonopeptides, were produced starting from N-carbobenzyloxyserine methyl ester (2) and 2-amino-3-dialkyl-phosphonopropionate(4) by way of methyl 2-carbobenzyloxyamino-3-dialkylphosphonopropion ate 5a-5d. The coupling of amino-phosphonopeptides 7a-7d and allyl-(5R,6S)-6-{(1'R)-hydroxyethyl}-1-aza-3,7-dio xobicyclo[3.2.0]-heptane-2-carboxylate yielded aminophosphonopeptides containing carbapenem 1a-1d.