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【结 构 式】 
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【分子编号】16442 【品名】2-[(1S,2S,3R,4R)-7-benzyl-3-(6-chloro-3-pyridinyl)-7-azabicyclo[2.2.1]hept-2-yl]ethyl formate 【CA登记号】 |
【 分 子 式 】C21H23ClN2O2 【 分 子 量 】370.8786 【元素组成】C 68.01% H 6.25% Cl 9.56% N 7.55% O 8.63% |
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：rac-(LXXII)17) Pandey et al. reported an efficient synthesis of epibatidine via [3+2] cycloaddition of nonstabilized azomethine ylide and substituted 6-chloro-3-vinylpyridine. The precursor (LXX) was obtained in 73% yield from N-BOC pyrrolidine (LXIX) by standard manipulations. The [3+2] cycloaddition between (LXX) and alpha,beta-unsaturated ester (LXXI) furnished cycloadduct (LXXII) stereoselectively. Decarboxylation followed by reductive N-debenzylation converted (LXXII) into (I) in 78% overall yield.
| 【1】 Bai, D.; Xu, R.; Zhu, X.; Epibatidine. Drugs Fut 1997, 22, 11, 1210. |
| 【2】 Pandey, G.; Bagul, T.D.; Lakshmaiah, G.; An expeditious synthesis of epibatidine and analogues. Tetrahedron Lett 1994, 35, 7439-42. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| rac-(LXXII) | 16442 | 2-[(1S,2S,3R,4R)-7-benzyl-3-(6-chloro-3-pyridinyl)-7-azabicyclo[2.2.1]hept-2-yl]ethyl formate | C21H23ClN2O2 | 详情 | 详情 | |
| (LXIX) | 16439 | tert-butyl 1-pyrrolidinecarboxylate | 86953-79-9 | C9H17NO2 | 详情 | 详情 |
| (LXX) | 16440 | 1-benzyl-2,5-bis(trimethylsilyl)pyrrolidine | C17H31NSi2 | 详情 | 详情 | |
| (LXXI) | 16441 | ethyl (E)-3-(6-chloro-3-pyridinyl)-2-propenoate | C10H10ClNO2 | 详情 | 详情 |
Extended Information