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【结 构 式】 
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【分子编号】60821 【品名】 【CA登记号】 |
【 分 子 式 】C30H44Cl2N4O4 【 分 子 量 】595.60932 【元素组成】C 60.5% H 7.45% Cl 11.9% N 9.41% O 10.74% |
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：(XV)Reductive condensation between aldehyde (XIV) and the piperidine derivative (V) in the presence of NaBH3CN leads to the N-alkylated piperidine (XV). The N-Boc group of (XV) is cleaved under acidic conditions to afford amine (XVI), which is further acylated by 3,5-dichlorobenzoyl chloride (XVII), providing benzamide (XVIII). The oxime O-allyl group of (XVIII) is then removed by treatment with palladium tetrakis(triphenylphosphine) and triethylammonium formate, yielding oxime (XIX). This is subsequently alkylated with bromoacetonitrile and NaH, affording (XX)
| 【1】 Carruthers, N.I.; Alaimo, C.A.; Shih, N.-Y.; Lavey, B.J.; Ting, P.C.; Reichard, G.A. (Schering Corp.); Substd. oximes as neurokinin antagonists. EP 1032561; WO 9926924 . |
| 【2】 Carruthers, N.I.; Reichard, G.A.; Shih, N.-Y.; Lavey, B.J.; Alaimo, C.A.; Ting, P.C. (Schering Corp.); Substd. oximes as neurokinin antagonists. US 6063926 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (V) | 44280 | N-(4-Piperidine)-2-piperidinone | C10H18N2O | 详情 | 详情 | |
| (XIV) | 60820 | tert-butyl 2-[(allyloxy)imino]-3-(3,4-dichlorophenyl)-5-oxopentyl(methyl)carbamate | C20H26Cl2N2O4 | 详情 | 详情 | |
| (XV) | 60821 | C30H44Cl2N4O4 | 详情 | 详情 | ||
| (XVI) | 60822 | C25H36Cl2N4O2 | 详情 | 详情 | ||
| (XVII) | 27769 | 3,5-dichlorobenzoyl chloride | 2905-62-6 | C7H3Cl3O | 详情 | 详情 |
| (XVIII) | 60823 | C32H38Cl4N4O3 | 详情 | 详情 | ||
| (XIX) | 60824 | C29H34Cl4N4O3 | 详情 | 详情 | ||
| (XX) | 60825 | C31H35Cl4N5O3 | 详情 | 详情 |
Extended Information