PGE-5428060
Chemical Name: (1''R,5''S,6''S)-7-[4-[4(S)-[3-Carboxy-6-[1(R)-hydroxyethyl]-1-methyl-1-carba-2-penem-2-ylsulfanyl]pyrrolidin-2(S)-ylcarbonyl]piperazin-1-yl]-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid disodium salt
项目整合开发状态: Biological Testing
项目研究机构: Procter & Gamble (Originator)
合成路线:Coupling of thioacetylproline derivative (I) with p-nitrobenzyl ester of ciprofloxacin (II) in the presence of dicyclohexylcarbodiimide (DCC) and 4-dimethylaminopyridine (DMAP) provided amide (III).Treatment with pyrrolidine in acetonitrile gave thiol (IV),which was subsequently alkylated with the carbapenem phosphate (V) in the presence of diisopropylethylamine to give thioether (VI).Then,hydrogenolytical removal of p-nitrobenzyl protecting groups in the presence of Pd-C,followed by treatment with sodium 2-ethylhexanoate in acetone provided the target disodium salt.
📌 参考资料/链接:
参考文献标题:Preparation and antimicrobial assessment of 2-thioether-linked quinolonyl-carbapenems
文献作者:Hershberger,P.M.; Switzer,A.G.; Yelm,K.E.; Coleman,M.C.; Devries,C.A.; Rourke,F.J.; Davis,B.W.; Kraft,W.G.; Twinem,T.L.; Koenigs,P.M.; Paule,S.M.; Siehnel,R.J.; Zoutendam,P.H.; Imbus,R.; Demuth,T.P.Jr.
参考来源:J Antibiot 1998,51(9),857-871