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【结 构 式】 
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【分子编号】58821 【品名】tert-butyl 3-{[6,7-dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl]carbonyl}-1-piperidinecarboxylate 【CA登记号】 |
【 分 子 式 】C22H32N2O5 【 分 子 量 】404.50656 【元素组成】C 65.32% H 7.97% N 6.93% O 19.78% |
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)Acylation of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (I) with N-Boc-nipecotic acid (II) by means of EDC/HOBt gives amide (III). Subsequent acidic cleavage of the Boc protecting group yields amine (IV). 3,4-Methylenedioxyaniline (V) is acylated by acryloyl chloride in the presence of Et3N to produce the acrylanilide (VI). Then, Michael addition of piperidine (IV) to the acrylanilide (VI) in boiling toluene provides the title compound.
| 【1】 Kakefuda, A.; Okazaki, T.; Watanabe, T.; et al.; Structure-activity relationships of novel 1,2,3,4-tetrahydroisoquinolin derivatives as bradycardic agents. Drugs Fut 2002, 27, Suppl. A. |
| 【2】 Okazaki, T.; Watanabe, T.; Wada, K.; Kakefuda, A.; Masuda, N. (Yamanouchi Pharmaceutical Co., Ltd.); Novel isoquinoline derivs. or salts thereof. EP 1186601; WO 0075133 . |
| 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) | 25859 | 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline; 6-methoxy-1,2,3,4-tetrahydro-7-isoquinolinyl methyl ether | C11H15NO2 | 详情 | 详情 | |
| (II) | 57078 | Boc-nipecotic acid | C11H19NO4 | 详情 | 详情 | |
| (III) | 58821 | tert-butyl 3-{[6,7-dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl]carbonyl}-1-piperidinecarboxylate | C22H32N2O5 | 详情 | 详情 | |
| (IV) | 58822 | [6,7-dimethoxy-3,4-dihydro-2(1H)-isoquinolinyl](3-piperidinyl)methanone | C17H24N2O3 | 详情 | 详情 | |
| (V) | 10984 | 1,3-Benzodioxol-5-amine; 1,3-Benzodioxol-5-ylamine.; 3,4-(Methylenedioxy)aniline | 14268-66-7 | C7H7NO2 | 详情 | 详情 |
| (VI) | 58823 | N-(1,3-benzodioxol-5-yl)acrylamide | C10H9NO3 | 详情 | 详情 |
Extended Information