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【结 构 式】 
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【分子编号】43159 【品名】4-(4-piperidinyl)phenol 【CA登记号】 |
【 分 子 式 】C11H15NO 【 分 子 量 】177.24624 【元素组成】C 74.54% H 8.53% N 7.9% O 9.03% |
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：(VIII)In an alternative procedure, lithiation of 4-(benzyloxy)-1-bromobenzene (IV), followed by addition of 1-benzyl-4-piperidone (V), gave piperidinol (VI). Subsequent treatment of (VI) with HCl produced dehydration of the tertiary alcohol and benzyl ether cleavage to give (VII). Double bond reduction and hydrogenolysis of the N-benzyl group of (VII) with H2 over Pd/C gave 4-(4-hydroxyphenyl)piperidine (VIII). This was finally alkylated with tosylate (II) to yield the title compound.
| 【1】 Guzikowski, A.P.; Acosta-Burruel, M.; Tamiz, A.P.; et al.; Synthesis of N-substituted 4-(4-hydroxyphenyl)piperidines, 4-(4-hydroxybenzyl)piperidines, and (±)-3-(4-hydroxyphenyl)pyrrolidines: Selective antagonists at the 1A/2B NMDA receptor subtype. J Med Chem 2000, 43, 5, 984. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (II) | 43154 | 4-phenylbutyl 4-methylbenzenesulfonate | C17H20O3S | 详情 | 详情 | |
| (IV) | 43156 | 1-(benzyloxy)-4-bromobenzene; benzyl 4-bromophenyl ether | 6793-92-6 | C13H11BrO | 详情 | 详情 |
| (V) | 15720 | 1-benzyltetrahydro-4(1H)-pyridinone; 1-Benzyl-4-piperidone; N-Benzyl-4-piperidone; 1-(benzyl)-4-piperidinone; 1-benzylpiperidin-4-one; 1-(benzyl)piperidin-4-one | 3612-20-2 | C12H15NO | 详情 | 详情 |
| (VI) | 43157 | 1-benzyl-4-[4-(benzyloxy)phenyl]-4-piperidinol | C25H27NO2 | 详情 | 详情 | |
| (VII) | 43158 | 4-(1-benzyl-1,2,3,6-tetrahydro-4-pyridinyl)phenol | C18H19NO | 详情 | 详情 | |
| (VIII) | 43159 | 4-(4-piperidinyl)phenol | C11H15NO | 详情 | 详情 |
Extended Information