|
【结 构 式】 
|
【分子编号】60752 【品名】N-[5-{2-[benzyl(tert-butyl)amino]acetyl}-2-(benzyloxy)phenyl]urea 【CA登记号】 |
【 分 子 式 】C27H31N3O3 【 分 子 量 】445.56156 【元素组成】C 72.78% H 7.01% N 9.43% O 10.77% |
合成路线1
该中间体在本合成路线中的序号：(VI)The reaction of 3-amino-4-benzyloxyacetophenone (I) with phosgene in toluene gives 3-isocyanate-4-benzyloxyacetophenone (II), which by reaction with ammonia in benzene yields 4-benzyloxy-3-ureidoacetophenone (III). The bromination of this product with Br2 in CHCl3 affords 4-benzyloxy-3-ureidophenacyl bromide (IV), amorphous product that is condensed with N-benzyl-N-tert-butylamine (V) in acetonitrile giving 4-benzyloxy-3-ureido-alpha-(N-benzyl-N-tert-butylamine)acetophenone hydrochloride (VI), m.p. 220-1 C. This product is finally hydrogenated with H2 over Pd/C in methanol
| 【1】 Castaner, J.; Sungurbey, K.; Carbuterol. Drugs Fut 1976, 1, 9, 412. |
| 【2】 Kaiser C.; et al. (Smith Kline French); DE 2106620 . |
| 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) | 20628 | 1-[3-amino-4-(benzyloxy)phenyl]-1-ethanone | C15H15NO2 | 详情 | 详情 | |
| (II) | 60749 | 1-[4-(benzyloxy)-3-isocyanatophenyl]-1-ethanone | C16H13NO3 | 详情 | 详情 | |
| (III) | 60750 | N-[5-acetyl-2-(benzyloxy)phenyl]urea | C16H16N2O3 | 详情 | 详情 | |
| (IV) | 60751 | N-[2-(benzyloxy)-5-(2-bromoacetyl)phenyl]urea hydrobromide | C16H16Br2N2O3 | 详情 | 详情 | |
| (V) | 24700 | N-benzyl-2-methyl-2-propanamine | 3378-72-1 | C11H17N | 详情 | 详情 |
| (VI) | 60752 | N-[5-{2-[benzyl(tert-butyl)amino]acetyl}-2-(benzyloxy)phenyl]urea | C27H31N3O3 | 详情 | 详情 |