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【结 构 式】 
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【分子编号】12648 【品名】2-(benzylanilino)ethyl (E)-3-amino-2-butenoate 【CA登记号】 |
【 分 子 式 】C19H22N2O2 【 分 子 量 】310.39596 【元素组成】C 73.52% H 7.14% N 9.03% O 10.31% |
合成路线1
该中间体在本合成路线中的序号：(VIII)A new synthesis of efonidipine has been described: The cyclization of 2,2-dimethylbutane-1,4-diol (I) with triethyl phosphite (II) by heating at 100 C gives 2-methoxy-5,5-dimethyl-1,3,2-dioxaphosphorinan (III), which, by treatment with iodoacetone (IV) in refluxing ether, yields 2-acetonyl-5,5-dimethyl-1,3,2-dioxaphosphorinan-2-one (V). The condensation of (V) with 3-nitrobenzaldehyde (VI) by means of piperidine in acetic acid affords 3-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-4-(3-nitrophenyl)-3-buten-2-one (VII), which is finally cyclized with 3-amino-2-propenoic acid 2-(N-benzyl-N-phenylamino)ethyl ester (VIII) in refluxing toluene.
| 【1】 Sakoda, R.; Kamikawaji, Y.; Seto, K.; Synthesis of 1,4-dihydropyridine-5-phosphonates and their calcium antagonistic and antihypertensive activities: Novel calcium-antagonist NZ-105 and its crystal structure. Chem Pharm Bull 1992, 40, 9, 2362. |
| 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) | 12641 | Neopentyl glycol; 2,2-Dimethyl-1,3-propanediol | 126-30-7 | C5H12O2 | 详情 | 详情 |
| (II) | 12642 | Trimethyl phosphite | 121-45-9 | C3H9O3P | 详情 | 详情 |
| (III) | 12643 | 2-Methoxy-5,5-dimethyl-1,3,2lambda(5)-dioxaphosphinan-2-one | C6H13O4P | 详情 | 详情 | |
| (IV) | 12644 | 1-Iodoacetone | C3H5IO | 详情 | 详情 | |
| (V) | 12645 | 5,5-Dimethyl-2-(2-oxopropyl)-1,3,2lambda(5)-dioxaphosphinan-2-one | C8H15O4P | 详情 | 详情 | |
| (VI) | 12646 | 3-Nitrobenzaldehyde | 99-61-6 | C7H5NO3 | 详情 | 详情 |
| (VII) | 12647 | 2-[(Z)-1-Acetyl-2-(3-nitrophenyl)ethenyl]-5,5-dimethyl-1,3,2lambda(5)-dioxaphosphinan-2-one | C15H18NO6P | 详情 | 详情 | |
| (VIII) | 12648 | 2-(benzylanilino)ethyl (E)-3-amino-2-butenoate | C19H22N2O2 | 详情 | 详情 |