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【结 构 式】 
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【分子编号】50728 【品名】(2R)-2-[(benzyloxy)methyl]-2-ethyl-2,3-dihydro-1-benzofuran; benzyl [(2R)-2-ethyl-2,3-dihydro-1-benzofuran-2-yl]methyl ether 【CA登记号】 |
【 分 子 式 】C18H20O2 【 分 子 量 】268.3556 【元素组成】C 80.56% H 7.51% O 11.92% |
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：(XVIII)Addition of the in situ-generated Grignard reagent from 2-fluorobromobenzene (XV) to the chiral epoxide (XVI) furnished hydroxy ester (XVII). This was cyclized to the benzofuran derivative (XVIII) by using NaH in hot DMF. Hydrogenolysis of the benzyl ether (XVIII) provided the primary alcohol (XIX), which was then oxidized to the target carboxylic acid (III) employing the Jones reagent in acetone.
| 【1】 Imbert, T.; Couture, K.; Mayer, P.; Mioskowski, C.; Gouverneur, V. (Pierre Fabre Medicament); Method for preparing 2-disubstd. 2,3-dihydrobenzofuran derivs.. FR 2780967; WO 0002836 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (III) | 50720 | (2R)-2-ethyl-2,3-dihydro-1-benzofuran-2-carboxylic acid | C11H12O3 | 详情 | 详情 | |
| (XV) | 50725 | 1-Bromo-2-fluorobenzene; o-Bromofluorobenzene; o-Fluorobromobenzene; 2-Fluorobromobenzene; 2-Bromofluorobenzene | 1072-85-1 | C6H4BrF | 详情 | 详情 |
| (XVI) | 50726 | (2R)-2-[(benzyloxy)methyl]-2-ethyloxirane; benzyl [(2R)-2-ethyloxiranyl]methyl ether | C12H16O2 | 详情 | 详情 | |
| (XVII) | 50727 | (2R)-1-(benzyloxy)-2-(2-fluorobenzyl)-2-butanol | C18H21FO2 | 详情 | 详情 | |
| (XVIII) | 50728 | (2R)-2-[(benzyloxy)methyl]-2-ethyl-2,3-dihydro-1-benzofuran; benzyl [(2R)-2-ethyl-2,3-dihydro-1-benzofuran-2-yl]methyl ether | C18H20O2 | 详情 | 详情 | |
| (XIX) | 50729 | [(2R)-2-ethyl-2,3-dihydro-1-benzofuran-2-yl]methanol | C11H14O2 | 详情 | 详情 |
Extended Information