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【结 构 式】 
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【药物名称】JTE-607 【化学名称】N-[3,5-Dichloro-2-hydroxy-4-[2-(4-methyl-1-piperazinyl)ethoxy]benzoyl]-L-phenylalanine ethyl ester dihydrochloride 【CA登记号】188791-09-5, 188791-71-1 (free base) 【 分 子 式 】C25H33Cl4N3O5 【 分 子 量 】597.37086 |
【开发单位】Japan Tobacco (Originator) 【药理作用】ANTIINFECTIVE THERAPY, Treatment of Septic Shock, Antiinflammatory Drugs, Cytokine Production Inhibitors |
合成路线1
Mitsunobu coupling of 2-(4-methylpiperazin-1-yl)ethanol (I) with 3,5-dichloro-2,4-dihydroxybenzoic acid (II) in the presence of diisopropyl azodicarboxylate and triphenylphosphine afforded ether (III). Subsequent hydrolysis of the methyl ester group of (III) provided acid (IV), which was coupled with L-phenylalanine methyl ester-HCl (V) employing EDC and HOBt. The title compound was finally isolated as the corresponding dihydrochloride salt.
| 【1】 Haruta, J.; Sakuma, K.; Watanabe, Y. (Japan Tobacco Inc.); Amide compounds and use of the same. EP 0849256 . |
| 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) | 32589 | 2-(4-methyl-1-piperazinyl)-1-ethanol | 5464-12-0 | C7H16N2O | 详情 | 详情 |
| (II) | 32590 | methyl 3,5-dichloro-2,4-dihydroxybenzoate | C8H6Cl2O4 | 详情 | 详情 | |
| (III) | 32591 | methyl 3,5-dichloro-2-hydroxy-4-[2-(4-methyl-1-piperazinyl)ethoxy]benzoate | C15H20Cl2N2O4 | 详情 | 详情 | |
| (IV) | 32592 | 3,5-dichloro-2-hydroxy-4-[2-(4-methyl-1-piperazinyl)ethoxy]benzoic acid | C14H18Cl2N2O4 | 详情 | 详情 | |
| (V) | 32593 | ethyl (2S)-2-amino-3-phenylpropanoate | C11H15NO2 | 详情 | 详情 |