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【结 构 式】 
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【分子编号】59679 【品名】4-[3-(4-aminophenoxy)propyl]-2,6-di(tert-butyl)phenol 【CA登记号】 |
【 分 子 式 】C23H33NO2 【 分 子 量 】355.52056 【元素组成】C 77.7% H 9.36% N 3.94% O 9% |
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：(VI)Reduction of 3-(3,5-di-t-butyl-4-hydroxyphenyl)propionic acid (I) with LiAlH4 afforded alcohol (II), which was further brominated to (III) using PBr3. Alkylation of p-nitrophenol (IV) by the alkyl bromide (III) gave ether (V). Then, reduction of the nitro group of (V) to the aniline (VI) was accomplished by means of hydrazine in the presence of Raney nickel.
| 【1】 Aubriot, S.; et al.; New series of aryloxypropanolamines with both human beta3-adrenoceptor agonistic activity and free radical scavenging properties. Bioorg Med Chem Lett 2002, 12, 2, 209. |
| 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) | 43376 | 3-[3,5-di(tert-butyl)-4-hydroxyphenyl]propionic acid | 20170-32-5 | C17H26O3 | 详情 | 详情 |
| (II) | 41518 | 2,6-di(tert-butyl)-4-(3-hydroxypropyl)phenol | C17H28O2 | 详情 | 详情 | |
| (III) | 59677 | 4-(3-bromopropyl)-2,6-di(tert-butyl)phenol | C17H27BrO | 详情 | 详情 | |
| (IV) | 11236 | 4-Nitrophenol; p-Nitrophenol | 100-02-7 | C6H5NO3 | 详情 | 详情 |
| (V) | 59678 | 2,6-di(tert-butyl)-4-[3-(4-nitrophenoxy)propyl]phenol | C23H31NO4 | 详情 | 详情 | |
| (VI) | 59679 | 4-[3-(4-aminophenoxy)propyl]-2,6-di(tert-butyl)phenol | C23H33NO2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(VI)Alkylation of 5-hydroxyisoquinoline (VII) with epibromohydrin (VIII) produced the glycidyl ether (IX). Subsequent epoxide ring opening in (IX) with aniline (VI) furnished the target (isoquinolyloxy)propanolamine.
| 【1】 Aubriot, S.; et al.; New series of aryloxypropanolamines with both human beta3-adrenoceptor agonistic activity and free radical scavenging properties. Bioorg Med Chem Lett 2002, 12, 2, 209. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VI) | 59679 | 4-[3-(4-aminophenoxy)propyl]-2,6-di(tert-butyl)phenol | C23H33NO2 | 详情 | 详情 | |
| (VII) | 18668 | 5-isoquinolinol | 2439-04-5 | C9H7NO | 详情 | 详情 |
| (VIII) | 29679 | 2-(bromomethyl)oxirane | 3132-64-7 | C3H5BrO | 详情 | 详情 |
| (IX) | 59680 | 5-isoquinolinyl 2-oxiranylmethyl ether; 5-(2-oxiranylmethoxy)isoquinoline | C12H11NO2 | 详情 | 详情 |
Extended Information