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【结 构 式】 
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【分子编号】20390 【品名】(4aR,9bS)-2,8-dimethyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole 【CA登记号】 |
【 分 子 式 】C13H18N2 【 分 子 量 】202.2994 【元素组成】C 77.18% H 8.97% N 13.85% |
合成路线1
该中间体在本合成路线中的序号：(IV)Stobadine is obtained in a 3-step synthesis including the resolution of one of the enantiomers (V) Treatment of p-tolylhydrazine (I) with N-methyl-4-piperidone (II) yields 2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (III). After catalytic hydrogenation of (III), the (±)-cis isomer (IV) is obtained. In the following phase the resolution of (IV) is carried out with (+)-dibenzyoltartaric acid. After several recrystallizations, the optically pure (-)-cis-enantiomer is obtained. Treatment of the optically pure base with hydrochloric or another acid yields the corresponding salts.
| 【1】 Benes, L.; Stolc, S.; STOBADINE. Drugs Fut 1989, 14, 2, 135. |
| 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) | 20387 | 1-(4-methylphenyl)hydrazine | C7H10N2 | 详情 | 详情 | |
| (II) | 10919 | 1-Methyl-4-piperidone; 1-Methyltetrahydro-4(1H)-pyridinone; N-Methyl-4-piperidone;1-methylpiperidin-4-one | 1445-73-4 | C6H11NO | 详情 | 详情 |
| (III) | 20389 | 2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole | C13H16N2 | 详情 | 详情 | |
| (IV) | 20390 | (4aR,9bS)-2,8-dimethyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole | C13H18N2 | 详情 | 详情 |