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【结 构 式】 
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【分子编号】40146 【品名】(6R,7R)-3-[(acetoxy)methyl]-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 【CA登记号】 |
【 分 子 式 】C11H12N2O6S 【 分 子 量 】300.29216 【元素组成】C 44% H 4.03% N 9.33% O 31.97% S 10.68% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(II)The formylation of 7-aminocephalosporanic acid (I) by the usual techniques produces 7-formamidocephalosporanic acid (II), which is then treated with the sodium salt of 1-methyl-1H-tetrazole-5-thiol (III) to yield 7-formamido-3-(1-methyl-1H-tetrazol-5-ylthio)methyl-3-cephem-4-carboxylic acid (IV). The resulting product (IV) is deformylated affording 7-amino-3-(1-methyl-1H-tetrazol-5-ylthio)methyl-3-cephem-4-carboxylic acid (V), which is finally acylated with anhydro-O-carboxymandelic acid (VI) using the usual techniques.
| 【1】 Castañer, J.; Cefamandole. Drugs Fut 1977, 2, 10, 646. |
| 【2】 Tensmeyer, L.G. (Eli Lilly and Company); Cefamandole derivatives. US 3947415 . |
| 【3】 Tensmeyer, L.G. (Eli Lilly and Company); Cefamandole derivatives. US 3947414 . |
| 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) | 22747 | (6R,7R)-3-[(acetoxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C10H12N2O5S | 详情 | 详情 | |
| (II) | 40146 | (6R,7R)-3-[(acetoxy)methyl]-7-(formylamino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C11H12N2O6S | 详情 | 详情 | |
| (III) | 40147 | sodium 1-methyl-1H-1,2,3,4-tetraazole-5-thiolate | C2H3N4NaS | 详情 | 详情 | |
| (IV) | 40148 | (6R,7R)-7-(formylamino)-3-[[(1-methyl-1H-1,2,3,4-tetraazol-5-yl)sulfanyl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C11H12N6O4S2 | 详情 | 详情 | |
| (V) | 32663 | (6R,7R)-7-amino-3-[[(1-methyl-1H-1,2,3,4-tetraazol-5-yl)sulfanyl]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | 24209-38-9 | C10H12N6O3S2 | 详情 | 详情 |
| (VI) | 40149 | (5R)-5-phenyl-1,3-dioxolane-2,4-dione | C9H6O4 | 详情 | 详情 |
Extended Information