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【结 构 式】 
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【分子编号】31953 【品名】Sodium (6R,7R)-3-[(acetoxy)methyl]-7-[[(2R)-2-amino-2-phenylethanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; 7- beta-[D-(-)-alpha-Aminophenylacetamido]cephalosporanic acid sodium salt 【CA登记号】 |
【 分 子 式 】C18H18N3NaO6S 【 分 子 量 】427.413308 【元素组成】C 50.58% H 4.24% N 9.83% Na 5.38% O 22.46% S 7.5% |
合成路线1
该中间体在本合成路线中的序号：(III)The reaction of imidazole-4,5-dicarboxylic acid (I) with SOCl2 in refluxing benzene gives the corresponding acid chloride (II), which is condensed with 7-beta-[D-(-)-alpha-aminophenylacetamido]cephalosporanic acid sodium salt (III) by means of triethylamine in dichloromethane to afford 7-beta-[D-(-)-alpha-[4(5)-carboxyimidazole-5(4)-carboxamido]phenyl acetamidolcephalosporanic acid (IV). Finally, this compound is condensed with 4-pyridineethanesulfonic acid (V) by means of NaI in water at 70 C.
| 【1】 Yasuda, N.; Eguchi, C.; Okutsu, M.; Hirose, Y. (Ajinomoto Co., Inc.); Imidazoledicarboxylic acid substituted cephalosporin derivatives. DE 2826546; FR 2394550; JP 54005974; US 4217450 . |
| 【2】 Castaner, J.; Serradell, M.N.; Blancafort, P.; AC-1370. Drugs Fut 1982, 7, 6, 373. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 31951 | 1H-imidazole-4,5-dicarboxylic acid | 570-22-9 | C5H4N2O4 | 详情 | 详情 |
| (II) | 31952 | 1H-imidazole-4,5-dicarbonyl dichloride | C5H2Cl2N2O2 | 详情 | 详情 | |
| (III) | 31953 | Sodium (6R,7R)-3-[(acetoxy)methyl]-7-[[(2R)-2-amino-2-phenylethanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate; 7- beta-[D-(-)-alpha-Aminophenylacetamido]cephalosporanic acid sodium salt | C18H18N3NaO6S | 详情 | 详情 | |
| (IV) | 31954 | 7-beta-[D-(-)-alpha-[4(5)-Carboxyimidazole-5(4)-carboxamido]phenyl acetamidolcephalosporanic acid; Disodium (6R,7R)-3-[(acetoxy)methyl]-7-[((2R)-2-[[(4-carboxylato-1H-imidazol-5-yl)carbonyl]amino]-2-phenylethanoyl)amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C23H19N5Na2O9S | 详情 | 详情 | |
| (V) | 31955 | 4-Pyridineethanesulfonic acid; 2-(4-Pyridinyl)-1-ethanesulfonic acid | 53054-76-5 | C7H9NO3S | 详情 | 详情 |