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【结 构 式】 
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【药物名称】L-731988 【化学名称】4-[1-(4-Fluorobenzyl)-1H-pyrrol-2-yl]-2,4-dioxobutyric acid 【CA登记号】251922-77-7 【 分 子 式 】C15H12FNO4 【 分 子 量 】289.26559 |
【开发单位】Merck & Co. (Originator), Tularik (Originator) 【药理作用】AIDS Medicines, Anti-HIV Agents, ANTIINFECTIVE THERAPY, HIV Integrase Inhibitors |
合成路线1
The alkylation of 2-acetylpyrrole (I) with 4-fluorobenzyl bromide (II) in the presence of NaH provided the N-benzyl indole (III). Subsequent Claisen condensation of (III) with dimethyl oxalate furnished diketo ester (IV), which was finally hydrolyzed with NaOH to the title carboxylic acid.
| 【1】 Selnick, H.G.; Hazuda, D.J.; Egbertson, M.; Guare, J.P. Jr.; Clark, D.L.; Wai, J.S.; Young, S.D.; Medina, J.C. (Merck & Co., Inc.; Tularik Inc.); HIV integrase inhibitors. WO 9962513 . |
| 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) | 37917 | 1-(1H-pyrrol-2-yl)-1-ethanone | 1072-83-9 | C6H7NO | 详情 | 详情 |
| (II) | 24611 | 1-(bromomethyl)-4-fluorobenzene | 459-46-1 | C7H6BrF | 详情 | 详情 |
| (III) | 37918 | 1-[1-(4-fluorobenzyl)-1H-pyrrol-2-yl]-1-ethanone | C13H12FNO | 详情 | 详情 | |
| (IV) | 37919 | methyl 4-[1-(4-fluorobenzyl)-1H-pyrrol-2-yl]-2,4-dioxobutanoate | C16H14FNO4 | 详情 | 详情 |
Extended Information