Piperacillin
Chemical Name: 4-Ethyl-2,3-dioxopiperazinecarbonylampicillin; 6-D-(-)-alpha-(4-Ethyl-2,3-dioxo-1-piperazinylcarbonylamino)-alpha-phenylacetamidopenicillanic; (2S,5R,6R)-6-[(R)-2-(4-Ethyl-2,3-dioxo-1-piperazinecarboxamido)-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-a
项目整合开发状态: Biological Testing
项目研究机构:
合成路线:The cyclization of diethyl oxalate (I) with N-ethylethylenediamine (II) in ethanol gives ethyl-2,3-dioxopiperazine (III),which by reaction first with trimethylsilyl chloride and triethytamine and then with phosgene in THF is converted into 4-ethyl-2,3-dioxopiperazine-1-carboxylic acid chloride (IV).Finally,this compound is condensed with 6-D-(-)-alpha-aminophenylacetamidopenicillanic acid (V) by means of triethylamine in THF - water.
📌 参考资料/链接：
参考文献标题:Piperacillin
文献作者:Loren,J.G.; Casta馿r,J.
参考来源:Drugs Fut 1978,3(11),829
📄 详细内容
合成路线:The cyclization of diethyl oxalate (I) with N-ethylethylenediamine (II) in ethanol gives ethyl-2,3-dioxopiperazine (III),which by reaction first with trimethylsilyl chloride and triethytamine and then with phosgene in THF is converted into 4-ethyl-2,3-dioxopiperazine-1-carboxylic acid chloride (IV).Finally,this compound is condensed with 6-D-(-)-alpha-aminophenylacetamidopenicillanic acid (V) by means of triethylamine in THF - water.
参考文献标题:Penicillins and cephalosporins and process for producing the same
文献作者:Saikawa,I.; et al.
参考来源:DE 2519400; FR 2269937; FR 2320295; GB 1508062