|
【结 构 式】 
|
【分子编号】12282 【品名】1-bromoethyl acetate 【CA登记号】 |
【 分 子 式 】C4H7BrO2 【 分 子 量 】167.00238 【元素组成】C 28.77% H 4.22% Br 47.85% O 19.16% |
与该中间体有关的原料药合成路线共 2 条
合成路线1
该中间体在本合成路线中的序号：(IV)The reaction of 3-hydroxymethyl-7-[2-(2-furyl)-2-methoxyiminoacetamido]-3-cephem-4-carboxylic acid (I) with chlorosulfonyl isocyanate (II) and then with sodium 2-ethylhexanoate gives sodium cefuroxime (III), which is then treated with 1-bromoethyl acetate (IV) in DMA.
| 【1】 Gregson, M.; Sykes, R.B. (Glaxo Group Ltd.); Cephalosporins antibiotics. DE 2706413; FR 2340950; JP 52100494; US 4267320 . |
| 【2】 Crisp, H.A.; Clayton, J.C. (Glaxo Group Ltd.); Amorphous form of cefuroxime ester. DE 3327449; EP 0107276; FR 2531087; GB 2127401; JP 59044391; US 4562181; US 4820833; US 4994567; US 55013833 . |
| 【3】 Serradell, M.N.; Castaner, J.; Cefuroxime Axetil. Drugs Fut 1985, 10, 2, 112. |
| 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) | 28972 | (6R,7R)-7-[[2-(2-furyl)-2-(methoxyimino)acetyl]amino]-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | C15H15N3O7S | 详情 | 详情 | |
| (II) | 29873 | (2R,3R,4S,5R)-5-(6-chloro-9H-purin-9-yl)-4-fluoro-2-[(trityloxy)methyl]tetrahydro-3-furanyl benzoate | C36H28ClFN4O4 | 详情 | 详情 | |
| (III) | 28974 | sodium (6R,7R)-3-[[(aminocarbonyl)oxy]methyl]-7-[[2-(2-furyl)-2-(methoxyimino)acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate | C16H15N4NaO8S | 详情 | 详情 | |
| (IV) | 12282 | 1-bromoethyl acetate | C4H7BrO2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(III)By esterification of 2-(2-fluoro-4-biphenylyl)propionic acid (I) with 1-(acetoxy)ethyl chloride (II) or 1-(acetoxy)ethyl bromide (III) by means of anhydrous K2CO3 in DMF or by transesterification of the acid (I) and ethylidene diacetate (IV) in benzene.
| 【1】 Mimura, M.; Uchida, K.; Ieda, T.; et al.; Method for the preparation of 1-acetoxyethyl 2-(2-fluoro-4-biphenylyl)propionate. JP 89211550 . |
| 【2】 Uchida, K.; Masumoto, S.; Tohno, M.; Mimura, M.; Okumura, M.; Ichikawa, K.; Matsumura, M. (Kaken Pharmaceutical Co., Ltd.); Biphenylpropionic acid deriv., process for preparing the same and pharmaceutical compsn. containing the same. EP 0103265; US 5196567 . |
| 【3】 Mizushima, Y.; Uchida, K.; Masumoto, S.; Tohno, M.; Hashimoto, Y.; Yokoyama, K.; Okamoto, H.; Nabeta, K.; Suyama, T. (Welfide Corporation); Ester of flurbiprofen and emulsion containing the same. EP 0129435; JP 1985001122; US 4613505 . |
| 【4】 Prous, J.; Castaner, J.; Liposomal Flurbiprofen Axetil. Drugs Fut 1992, 17, 9, 788. |
Extended Information