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【结 构 式】 
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【分子编号】24698 【品名】3-acetyl-5-[[(dimethylamino)carbonyl]oxy]phenyl dimethylcarbamate 【CA登记号】 |
【 分 子 式 】C14H18N2O5 【 分 子 量 】294.3074 【元素组成】C 57.14% H 6.16% N 9.52% O 27.18% |
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：(III)The reaction of 3,5-dihydroxyacetophenone (I) with N,N-dimethylcarbamoyl chloride (II) in hot pyridine gives 3,5-bis(N,N-dimethylcarbamoyloxy) acetophenone (III), which is brominated with Br2 in dioxane yielding 3,5-bis(N,N-dimethylcarbamoyloxy)phenacyl bromide (IV). The condensation of (IV) with N benzyl-tert butylamine (V) in refluxing acetone affords the corresponding w-amino derivative (VI), which is finally hydrogenated with H2 over Pd/C in ethanol.
| 【1】 Olsson, O.A.T.; Svensson, L.A.; Wetterlin, K.I.L. (Draco Lakemedel AB); Bronchospamolytic carbamate derivatives. DD 202001; EP 0043807; JP 8240453; US 4419364; US 4451663 . |
| 【2】 Castaner, J.; Prous, J.; Bambuterol. Drugs Fut 1986, 11, 7, 553. |
| 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) | 24696 | 1-(3,5-dihydroxyphenyl)-1-ethanone | 51863-60-6 | C8H8O3 | 详情 | 详情 |
| (II) | 13708 | N,N'-Dimethylcarbamoyl chloride; Dimethylcarbamoyl chloride; [(Chlorocarbonyl)(methyl)amino]methane | 79-44-7 | C3H6ClNO | 详情 | 详情 |
| (III) | 24698 | 3-acetyl-5-[[(dimethylamino)carbonyl]oxy]phenyl dimethylcarbamate | C14H18N2O5 | 详情 | 详情 | |
| (IV) | 24699 | 3-(2-bromoacetyl)-5-[[(dimethylamino)carbonyl]oxy]phenyl dimethylcarbamate | C14H17BrN2O5 | 详情 | 详情 | |
| (V) | 24700 | N-benzyl-2-methyl-2-propanamine | 3378-72-1 | C11H17N | 详情 | 详情 |
| (VI) | 24701 | 3-[2-[benzyl(tert-butyl)amino]acetyl]-5-[[(dimethylamino)carbonyl]oxy]phenyl dimethylcarbamate | C25H33N3O5 | 详情 | 详情 |
Extended Information