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【结 构 式】 
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【分子编号】25688 【品名】tert-butyl (1S)-1-[[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidinyl]carbonyl]-2-methylpropylcarbamate 【CA登记号】 |
【 分 子 式 】C23H36N2O4 【 分 子 量 】404.54992 【元素组成】C 68.29% H 8.97% N 6.92% O 15.82% |
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)Coupling of (3R,4R)-dimethyl-4-(3-hydroxyphenyl)piperidine (I) with N-Boc-L-valine (II) using benzotriazolyloxy-tris(dimethylamino)phosphonium hexafluorophosphate (BOP) provided amide (III). After deprotection of the Boc group of (III) with trifluoroacetic acid, the resulting valyl amide (IV) was reduced with BH3-Me2S to afford diamine (V). Finally, coupling of (V) with 3-(4-hydroxyphenyl)propionic acid (VI) in the presence of BOP yielded the target compound.
| 【1】 Thomas, J.B.; Fall, M.J.; Cooper, J.B.; Rothman, R.B.; Mascarella, S.W.; Xu, H.; Partilla, J.S.; Dersch, C.M.; McCullough, K.B.; Cantrell, B.E.; Zimmerman, D.M.; Carroll, F.I.; Identification of an opioid kappa receptor subtype-selective N-substituent for (+)-(3R,4R)-dimethyl-4-(3-hydroxyphenyl)piperidine. J Med Chem 1998, 41, 26, 5188. |
| 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) | 16620 | 3-[(3R,4R)-3,4-dimethylhexahydro-4-pyridinyl]phenol | 119193-19-0 | C13H19NO | 详情 | 详情 |
| (II) | 19733 | (2S)-2-[(tert-butoxycarbonyl)amino]-3-methylbutyric acid | C10H19NO4 | 详情 | 详情 | |
| (III) | 25688 | tert-butyl (1S)-1-[[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidinyl]carbonyl]-2-methylpropylcarbamate | C23H36N2O4 | 详情 | 详情 | |
| (IV) | 25689 | (2S)-2-amino-1-[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethylpiperidinyl]-3-methyl-1-butanone | C18H28N2O2 | 详情 | 详情 | |
| (V) | 25690 | 3-[(3R,4R)-1-[(2S)-2-amino-3-methylbutyl]-3,4-dimethylpiperidinyl]phenol | C18H30N2O | 详情 | 详情 | |
| (VI) | 25691 | 3-(4-hydroxyphenyl)propionic acid | 501-97-3 | C9H10O3 | 详情 | 详情 |
Extended Information