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【结 构 式】 
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【分子编号】59235 【品名】N-(2-methoxybenzyl)-N-[(2S,3S)-2-phenylpiperidinyl]amine; (2S,3S)-N-(2-methoxybenzyl)-2-phenyl-3-piperidinamine 【CA登记号】 |
【 分 子 式 】C19H24N2O 【 分 子 量 】296.41244 【元素组成】C 76.99% H 8.16% N 9.45% O 5.4% |
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：(I)The title compound was synthesized starting from the known drug CP-99,994 (I), which was subjected to catalytic hydrogenolysis of the N-(2-methoxybenzyl) group to yield (S,S)-3-amino-2-phenylpiperidine (II). Subsequent reductive alkylation of amine (II) with 2-methoxy-5-trifluoromethoxybenzaldehyde (III) in the presence of either NaBH3CN or NaBH(OAc)3 furnished the title compound.
| 【1】 Rosen, T.J.; Coffman, K.J.; McLean, S.; Crawford, R.T.; Bryce, D.K.; Gohda, Y.; Tsuchiya, M.; Nagahisa, A.; Nakane, M.; Lowe, J.A. III; Synthesis and structure-activity relationships of CP-122,721, a second-generation NK-1 receptor antagonist. Bioorg Med Chem Lett 1998, 8, 3, 281. |
| 【2】 Lowe, J.A. III; Rosen, T.J. (Pfizer Inc.); Fluoroalkoxybenzylamino derivs. of nitrogen containing heterocycles. EP 0589924; JP 1994506473; WO 9300331 . |
| 【3】 Rosen, T.J. (Pfizer Inc.); Stereoselective preparation of substd. piperidines. WO 9217449 . |
| 【4】 Snyder, W.M.; Godek, D.M.; Stewart, A.M. (Pfizer Inc.); Formylation process for aromatic aldehydes. WO 9424081 . |
| 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) | 59235 | N-(2-methoxybenzyl)-N-[(2S,3S)-2-phenylpiperidinyl]amine; (2S,3S)-N-(2-methoxybenzyl)-2-phenyl-3-piperidinamine | C19H24N2O | 详情 | 详情 | |
| (II) | 22467 | (2S,3S)-2-phenylpiperidinylamine; (2S,3S)-2-phenyl-3-piperidinamine | C11H16N2 | 详情 | 详情 | |
| (III) | 59236 | 2-methoxy-5-(trifluoromethoxy)benzaldehyde | C9H7F3O3 | 详情 | 详情 |
Extended Information