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【结 构 式】 
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【分子编号】58115 【品名】(6R,7R)-7-{[4-bromo-2-(methoxyimino)-3-oxobutanoyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 【CA登记号】 |
【 分 子 式 】C14H16BrN3O7S 【 分 子 量 】450.26706 【元素组成】C 37.35% H 3.58% Br 17.75% N 9.33% O 24.87% S 7.12% |
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：(III)The condensation of 7-amino-3-(methoxymethyl)-3-cephem-4-carboxylic acid (I) with 4-bromo-2-(methoxyimino)-3-oxobutyric acid (II) by means of PCl5 and HMDS in dichloromethane gives the butyramide (III), which is cyclized with thiourea (IV) by means of Na-OAc in water to yield the thiazol derivative (IV). Finally, the carboxy group of (IV) is esterified with 1-iodoethyl isopropyl carbonate (VI) by means of DBU in DMA to afford the target cefpodoxime proxetil.
| 【1】 Kumar, Y.; Nizar, H.; Tewari, N.; Rai, B.P.; Aryan, R.C. (Ranbaxy Laboratories Ltd.); Process for the preparation of cefpodoxime acid. WO 0283634 . |
| 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) | 43811 | (6R,7R)-7-amino-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C9H12N2O4S | 详情 | 详情 | |
| (II) | 58114 | 4-bromo-2-(methoxyimino)-3-oxobutanoic acid;(Z)-4-bromo-2-(methoxyimino)-3-oxobutanoic acid | C5H6BrNO4 | 详情 | 详情 | |
| (III) | 58115 | (6R,7R)-7-{[4-bromo-2-(methoxyimino)-3-oxobutanoyl]amino}-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C14H16BrN3O7S | 详情 | 详情 | |
| (IV) | 10180 | Thiourea | 62-56-6 | CH4N2S | 详情 | 详情 |
| (V) | 21558 | (6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino]-3-(methoxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C15H17N5O6S2 | 详情 | 详情 | |
| (VI) | 58116 | isopropyl 3-iodobutanoate | C7H13IO2 | 详情 | 详情 |
Extended Information