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【结 构 式】 
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【分子编号】54960 【品名】(2R,3R,4S,5R)-2-(6-amino-2-hydrazino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydro-3,4-furandiol 【CA登记号】 |
【 分 子 式 】C10H15N7O4 【 分 子 量 】297.27388 【元素组成】C 40.4% H 5.09% N 32.98% O 21.53% |
与该中间体有关的原料药合成路线共 2 条
合成路线1
该中间体在本合成路线中的序号：(I)The condensation of 2-hydrazino adenosine (I) with (ethoxycarbonyl)malondialdehyde (II) generated the pyrazole ester (III). The target amide was then obtained by displacement of the ethyl ester group of (III) with an aqueous solution of methylamine at 65 C.
| 【1】 Zablocki, J.; et al.; 2-Substituted pi system derivatives of adenosine that are coronary vasodilators acting via the A2A adenosine receptor. Nucleosides Nucleotides Nucleic Acids 2001, 20, 4-7, 343. |
| 【2】 Zablocki, J.A.; Palle, V.P.; Elzein, E.O. (CV Therapeutics, Inc.); N-Pyrazole A2A receptor agonists. EP 1189916; US 6403567; WO 0078779 . |
| 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) | 54960 | (2R,3R,4S,5R)-2-(6-amino-2-hydrazino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydro-3,4-furandiol | C10H15N7O4 | 详情 | 详情 | |
| (II) | 28507 | ethyl 2-formyl-3-oxopropanoate | C6H8O4 | 详情 | 详情 | |
| (III) | 54961 | ethyl 1-{6-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-9H-purin-2-yl}-1H-pyrazole-4-carboxylate | C16H19N7O6 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(VII)
| 【1】 Schaeffer HJ, Thomas HJ. 1958. Synthesis of potential anticancer agents XIV. Ribosides of 2,6-disubstituted purines. J Am Chem Soc, 80: 3738～3741. |
| 【2】 Zablocki J, Elzein E. 2007. Process for preparaing an A2A-adenosine receptor agonist and its polymorphs. WO 2007/092372A1 (CV Therapeutics Inc). |
| 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) | 25254 | 2,6-dichloro-9H-purine | 5451-40-1 | C5H2Cl2N4 | 详情 | 详情 |
| (III) | 67380 | (2R,3R,4R,5R)-2-acetoxy-5-((benzoyloxy)methyl)tetrahydrofuran-3,4-diyl dibenzoate | 14215-97-5 | C28H24O9 | 详情 | 详情 |
| (IV) | 67381 | (2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-chlorotetrahydrofuran-3,4-diyl dibenzoate | C26H21ClO7 | 详情 | 详情 | |
| (V) | 32565 | (2R,3R,4R,5R)-4-(benzoyloxy)-2-[(benzoyloxy)methyl]-5-(2,6-dichloro-9H-purin-9-yl)tetrahydro-3-furanyl benzoate | C31H22Cl2N4O7 | 详情 | 详情 | |
| (VI) | 67382 | (3R,4R,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol | 13276-52-3 | C10H10Cl2N4O4 | 详情 | 详情 |
| (VII) | 54960 | (2R,3R,4S,5R)-2-(6-amino-2-hydrazino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydro-3,4-furandiol | C10H15N7O4 | 详情 | 详情 | |
| (VIII) | 67383 | ethyl 1-(9-((3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-6-(((E)-3-ethoxy-2-formyl-3-oxoprop-1-en-1-yl)amino)-9H-purin-2-yl)-1H-pyrazole-4-carboxylate | C22H25N7O9 | 详情 | 详情 |
Extended Information