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【结 构 式】 
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【药物名称】 【化学名称】3-Methyl-2-oxo-N-[2-(2-phenyl-1H-indol-3-yl)ethyl]pentanamide 【CA登记号】 【 分 子 式 】C22H24N2O2 【 分 子 量 】348.44878 |
【开发单位】GlaxoSmithKline (Originator) 【药理作用】Antibacterial Drugs, ANTIINFECTIVE THERAPY |
合成路线1
Bromination of N-phthaloyl tryptamine (I) with pyridinium tribromide provided the 2-bromo indole (II). Suzuki coupling of bromide (II) with phenylboronic acid (III) gave the 2-phenyl indole (IV). The phthaloyl group of (IV) was then removed by treatment with dimethylamine to furnish 2-phenyltryptamine (V). Then condensation of amine (V) with 3-methyl-2-oxovaleric acid (VI) using EDC and HOBt yielded the corresponding amide.
| 【1】 Viziano, M.; Seneci, P.; Michelli, F.; Cavallini, P.; Zumerle, A.; Kennedy, G.; Winders, J.A.; Gevi, M.; Rodegher, P.; Studies on the novel anti-staphyloccal compound nematophin. Bioorg Med Chem Lett 2000, 10, 15, 1751. |
| 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) | 46946 | 2-[2-(1H-indol-3-yl)ethyl]-1H-isoindole-1,3(2H)-dione | C18H14N2O2 | 详情 | 详情 | |
| (II) | 46947 | 2-[2-(2-bromo-1H-indol-3-yl)ethyl]-1H-isoindole-1,3(2H)-dione | C18H13BrN2O2 | 详情 | 详情 | |
| (III) | 16593 | Phenylboronic acid；Benzeneboronic acid;Phenylboron dihydroxide | 98-80-6 | C6H7BO2 | 详情 | 详情 |
| (IV) | 46948 | 2-[2-(2-phenyl-1H-indol-3-yl)ethyl]-1H-isoindole-1,3(2H)-dione | C24H18N2O2 | 详情 | 详情 | |
| (V) | 46949 | 2-(2-phenyl-1H-indol-3-yl)-1-ethanamine; 2-(2-phenyl-1H-indol-3-yl)ethylamine | C16H16N2 | 详情 | 详情 | |
| (VI) | 46950 | 3-methyl-2-oxopentanoic acid | C6H10O3 | 详情 | 详情 |
Extended Information