|
【结 构 式】 
|
【分子编号】31250 【品名】benzyl (4S)-2,6-dioxohexahydro-4-pyrimidinecarboxylate 【CA登记号】 |
【 分 子 式 】C12H12N2O4 【 分 子 量 】248.23836 【元素组成】C 58.06% H 4.87% N 11.28% O 25.78% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号：(I)The methylation of 4,5-dihydroorotic acid benzyl ester (I) with methyl iodide gives the corresponding 1-methyl derivative (II), which is debenzylated by hydrogenolysis with H2 over Pd/C yielding (S)-1-methyl-4,5-dihydroorotic acid (III). Finally, this compound is condensed with L-histidyl-L-prolinamide (IV) by means of dicyclohexylcarbodiimide (DCC) and N-hydroxysuccinimide (HONSU) in DMF.
| 【1】 Sugano, H.; Ishida, R.; Yamamura, M. (Tanabe Seiyaku Co., Ltd.); Dihydroorotic acid derivs. and process for their preparation. JP 1986033197 . |
| 【2】 Sugano, H.; Ishida, R.; Yamamura, M. (Tanabe Seiyaku Co., Ltd.); Dihydroorotic acid derivs., process for their preparing and pharmaceutical compsn. containing them. EP 0168042; ES 8705463; ES 8707738; ES 8800208; US 4665056 . |
| 【3】 Sugano, H.; Ishida, R.; Yamamura, M. (Tanabe Seiyaku Co., Ltd.); Therapeutic agent for central nervous system disorders. JP 1987234029 . |
| 【4】 Prous, J.; Castaner, J.; TA-0910. Drugs Fut 1991, 16, 2, 127. |
| 【5】 Suzuki, M.; Sugano, H.; Matsumoto, K.; Yamamura, M.; Ishida, R.; Synthesis and central nervous system actions of thyrotropin-releasing hormone analogues containing a dihydroorotic acid moiety. J Med Chem 1990, 33, 8, 2130-37. |
| 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) | 31250 | benzyl (4S)-2,6-dioxohexahydro-4-pyrimidinecarboxylate | C12H12N2O4 | 详情 | 详情 | |
| (II) | 31251 | benzyl (4S)-1-methyl-2,6-dioxohexahydro-4-pyrimidinecarboxylate | C13H14N2O4 | 详情 | 详情 | |
| (III) | 31252 | (4S)-1-methyl-2,6-dioxohexahydro-4-pyrimidinecarboxylic acid | C6H8N2O4 | 详情 | 详情 | |
| (IV) | 31253 | (2S)-1-[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]-2-pyrrolidinecarboxamide | C11H17N5O2 | 详情 | 详情 |
Extended Information