|
【结 构 式】 
|
【分子编号】26006 【品名】4-bromobutyl 2-(2-fluoro[1,1'-biphenyl]-4-yl)propanoate 【CA登记号】 |
【 分 子 式 】C19H20BrFO2 【 分 子 量 】379.2690032 【元素组成】C 60.17% H 5.32% Br 21.07% F 5.01% O 8.44% |
合成路线1
该中间体在本合成路线中的序号：(III)The adopted procedure for the preparation of HCT-1026 consisted in the reaction of flurbiprofen sodium salt (I) and 1,4-dibromobutane (II) in acetonitrile at reflux temperature to obtain HCT-1031 (III), the 4-bromobutyl ester of flurbiprofen. HCT-1031 was then converted into HCT-1026 by reaction with silver nitrate in acetonitrile at reflux temperature. The crude HCT-1026 thus obtained showed 85% HPLC purity with the presence of one major impurity (15%) that was identified as the bis-compound HCT-1028. The crude product was then purified by silica gel column chromatography using toluene as eluent to give a product with >99% HPLC purity in 57% overall yield. After cooling, pure HCT-1026 was obtained as a thick oil.
| 【1】 Benedini, F.; Burgaud, J.L.; Del Soldato, P.; Robinson, E.M.; HCT-1026. Drugs Fut 1999, 24, 8, 858. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 12280 | Flurbiprofen; 2-(2-Fluoro[1,1'-biphenyl]-4-yl)propionic acid | 5104-49-4 | C15H13FO2 | 详情 | 详情 |
| (I) | 26005 | sodium 2-(2-fluoro[1,1'-biphenyl]-4-yl)propanoate | C15H12FNaO2 | 详情 | 详情 | |
| (II) | 11883 | 1,4-Dibromobutane; 1,4-Butylene bromide | 110-52-1 | C4H8Br2 | 详情 | 详情 |
| (III) | 26006 | 4-bromobutyl 2-(2-fluoro[1,1'-biphenyl]-4-yl)propanoate | C19H20BrFO2 | 详情 | 详情 |