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【结 构 式】 
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【分子编号】62584 【品名】methyl 2-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]benzoate 【CA登记号】 |
【 分 子 式 】C17H17BrO4 【 分 子 量 】365.22358 【元素组成】C 55.91% H 4.69% Br 21.88% O 17.52% |
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 intermediate chiral epoxide (V) has been obtained as follows: The bromination of 5-acetyl-2-benzyloxybenzoic acid methyl ester (I) with Br2 in chloroform gives the bromoacetyl derivative (II), which is submitted to a enantioselective reduction by means of BH3/THF catalyzed by the chiral oxazaborolidine (III) to yield the (R)-enantiomer (IV). Finally, this compound is cyclized by means of NaH in THF to afford the target (R)-epoxide (
| 【1】 Hett, R.; et al.; Enantioselective synthesis of salmeterol via asymmetric borane reduction. Tetrahedron Lett 1994, 35, 50, 9375. |
| 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) | 62583 | methyl 5-acetyl-2-(benzyloxy)benzoate | C17H16O4 | 详情 | 详情 | |
| (II) | 52356 | methyl 5-(2-bromoacetyl)-2-[(phenylmethyl)oxy]benzoate | C17H15BrO4 | 详情 | 详情 | |
| (III) | 20631 | (R)-Methyl oxazaborolidine; (3aR)-1-methyl-3,3-diphenyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole | 112022-83-0 | C18H20BNO | 详情 | 详情 |
| (IV) | 62584 | methyl 2-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]benzoate | C17H17BrO4 | 详情 | 详情 | |
| (V) | 62585 | methyl 2-(benzyloxy)-5-[(2R)oxiranyl]benzoate | C17H16O4 | 详情 | 详情 |
Extended Information