LY-164846
Chemical Name: 7-(D-Benzo[b]thien-3-ylglycylamido)-3-methyl-3-cephem-4-carboxylic acid; 7-[D-[2-Amino-2-(benzo[b]thien-3-yl)acetamido]-3-methyl-3-cephem-4-carboxylic acid
项目整合开发状态: Biological Testing
项目研究机构: Lilly (Originator)
合成路线:The condensation of N-(tert-butoxycarbonyl)-2-benzothien-3-ylglycine (I) with 4-nitrobenzyl-7-amino-3-methyl-3-cephem-4-carboxylate (II) in THF gives 4-nitrobenzyl-7-[N-(tert-butoxycarbonyl)-2-benzo[b]thien-3-ylglycylamido]-3 methyl-3-cephem-4-carboxylate (III),which is deprotected partially by treatment with p-toluenesulfonic acid in acetonitrife yielding 4-nitrobenzyl-7-(benzo[b]thien-3-ylglycyl-amido)-3-methyl-3-cephem-4-carboxytate (IV).Finally,this product is submitted to hydrogenolysis with H2 over Pd/C in methanol HCl.
📌 参考资料/链接：
参考文献标题:Benzothienylglycyl cephalosporin derivs.
文献作者:Blaszczak,L.C.; Kukolja,S.; Turner,J.R.(Eli Lilly and Company)
参考来源:ES 8600308; GB 2137995; US 4492693
📄 详细内容
合成路线:The condensation of N-(tert-butoxycarbonyl)-2-benzothien-3-ylglycine (I) with 4-nitrobenzyl-7-amino-3-methyl-3-cephem-4-carboxylate (II) in THF gives 4-nitrobenzyl-7-[N-(tert-butoxycarbonyl)-2-benzo[b]thien-3-ylglycylamido]-3 methyl-3-cephem-4-carboxylate (III),which is deprotected partially by treatment with p-toluenesulfonic acid in acetonitrife yielding 4-nitrobenzyl-7-(benzo[b]thien-3-ylglycyl-amido)-3-methyl-3-cephem-4-carboxytate (IV).Finally,this product is submitted to hydrogenolysis with H2 over Pd/C in methanol HCl.
参考文献标题:LY-164846
文献作者:Casta馿r,J.; Prous,J.
参考来源:Drugs Fut 1986,11(7),570