|
【结 构 式】 
|
【分子编号】26530 【品名】3,6,6-trimethyl-6H-benzo[c]chromene 【CA登记号】 |
【 分 子 式 】C16H16O 【 分 子 量 】224.30244 【元素组成】C 85.68% H 7.19% O 7.13% |
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：(V)Cyclization of m-cresol (I) with ethyl 2-oxocyclohexanecarboxylate (II) in H2SO4 afforded tricyclic benzopyranone (III). This was treated with MeMgBr in boiling anisole to provide the tricyclic dimethylbenzopyran (IV). Dehydrogenation of (IV) using 2,3-dichloro-5,6-dicyano-1,4-benzoquinone gave dibenzopyran (V), which by further bromination with N-bromosuccinimide and 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile) produced bromide (VI). Finally, N-alkylation of 4-(3-indolyl)butyric acid (VII) with bromide (VI) in the presence of two equivalents of NaH yielded the title compound.
| 【1】 Sawada, K.; Hirai, H.; Golden, P.; Okada, S.; Sawada, Y.; Hashimoto, M.; Tanaka, H.; (1-Benzylindole-3-yl)-alkanoic acids; novel nonsteroidal inhibitors of steroid 5alpha-reductase (I). Chem Pharm Bull 1998, 46, 11, 1683. |
| 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) | 17793 | m-cresol; m-Methylphenol | 108-39-4 | C7H8O | 详情 | 详情 |
| (II) | 11889 | ethyl 2-oxocyclohexanecarboxylate; Ethyl 2-cyclohexanonecarboxylate | 1655-07-8 | C9H14O3 | 详情 | 详情 |
| (III) | 26528 | 3-methyl-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one | C14H14O2 | 详情 | 详情 | |
| (IV) | 26529 | 3,6,6-trimethyl-7,8,9,10-tetrahydro-6H-benzo[c]chromene | C16H20O | 详情 | 详情 | |
| (V) | 26530 | 3,6,6-trimethyl-6H-benzo[c]chromene | C16H16O | 详情 | 详情 | |
| (VI) | 26531 | 3-(bromomethyl)-6,6-dimethyl-6H-benzo[c]chromene | C16H15BrO | 详情 | 详情 | |
| (VII) | 26532 | Indole-3-butyric acid; 4-(3-Indolyl)butyric acid; 4-(1H-Indol-3-yl)butyric acid | 133-32-4 | C12H13NO2 | 详情 | 详情 |
Extended Information