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【结 构 式】 
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【分子编号】51282 【品名】1-benzyl-1H-indol-5-ol 【CA登记号】 |
【 分 子 式 】C15H13NO 【 分 子 量 】223.27436 【元素组成】C 80.69% H 5.87% N 6.27% O 7.17% |
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：(IV)The N-benzyl indole derivative (III) was prepared by alkylation of 5-(benzyloxy)indole (I) with benzyl bromide (II) in the presence of KOH. The O-benzyl protecting group of (III) was subsequently removed by transfer hydrogenolysis with ammonium formate and Pd/C to afford the 5-hydroxyindole (IV), which was further condensed with 3-chloro-4-fluorobenzonitrile (V) to produce the diaryl ether (VI). Finally, basic hydrolysis of the cyano group of (VI) gave the corresponding benzoic acid.
| 【1】 Mase, T.; Inami, H.; Hara, H.; Fujii, M; Oritani, H.; Koutoku, H.; Igarashi, S.; A novel class of inhibitors for human steroid 5alpha-reductase: Synthesis and biological evaluation of indole derivatives. II. Chem Pharm Bull 2000, 48, 3, 382. |
| 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) | 30840 | 5-Benzyloxyindole; benzyl 1H-indol-5-yl ether; 5-(benzyloxy)-1H-indole | 1215-59-4 | C15H13NO | 详情 | 详情 |
| (II) | 12912 | 1-(Bromomethyl)benzene; Alpha-bromotoluene | 100-39-0 | C7H7Br | 详情 | 详情 |
| (III) | 51281 | benzyl 1-benzyl-1H-indol-5-yl ether; 1-benzyl-5-(benzyloxy)-1H-indole | C22H19NO | 详情 | 详情 | |
| (IV) | 51282 | 1-benzyl-1H-indol-5-ol | C15H13NO | 详情 | 详情 | |
| (V) | 51277 | 3-Chloro-4-fluorobenzonitrile | 117482-84-5 | C7H3ClFN | 详情 | 详情 |
| (VI) | 51283 | 4-[(1-benzyl-1H-indol-5-yl)oxy]-3-chlorobenzonitrile | C22H15ClN2O | 详情 | 详情 |
Extended Information