|
【结 构 式】 
|
【药物名称】 【化学名称】4-Amino-3-iodo-1-(beta-D-ribofuranosyl)pyrazolo[3,4-d]pyrimidine 【CA登记号】 【 分 子 式 】C10H12IN5O4 【 分 子 量 】393.14264 |
【开发单位】Novartis (Originator) 【药理作用】Adenosine Kinase Inhibitors, Non-Steroidal Antiinflammatory Drugs |
合成路线1
The iodination of 1H-pyrazolo[3,4-d]pyrimidine-4-amine (I) with N-yodosuccinimide (NIS) gives 3-iodo-1H-pyrazolo[3,4-d]pyrimidine-4-amine (II), which is condensed with 1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose (III) by means of BF3/ethyl ether in nitromethane to yield the benzoylated adduct (IV). Finally this compound is deprotected with sodium methoxide.
| 【1】 Robins, R.K.; Potential purine antagonists. I. Synthesis of some 4,6-substituted pyrazolo[3,4-d]pyrimidines. J Am Chem Soc 1956, 78, 784-790. |
| 【2】 Cottam, H.B.; New adenosine kinase inhibitors with oral antiinflammatory activity. Drugs Fut 1994, 19, 5, 485. |
| 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) | 41249 | 4-amine-1H-pyrazolo[3,4-d]pyrimidine; 1H-pyrazolo[3,4-d]pyrimidin-4-ylamine; 1H-pyrazolo[3,4-d]pyrimidin-4-amine | 2380-63-4 | C5H5N5 | 详情 | 详情 |
| (II) | 41250 | 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine; 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine | C5H4IN5 | 详情 | 详情 | |
| (III) | 26984 | (2R,3R,4R,5S)-5-(acetoxy)-4-(benzoyloxy)-2-[(benzoyloxy)methyl]tetrahydro-3-furanyl benzoate | C28H24O9 | 详情 | 详情 | |
| (IV) | 41251 | [(2R,3R,4R,5R)-5-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-3,4-bis(benzoyloxy)tetrahydro-2-furanyl]methyl benzoate | C31H24IN5O7 | 详情 | 详情 |
Extended Information