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【结 构 式】 
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【分子编号】38713 【品名】(2S)-3-[(3,4-dimethoxyphenethyl)oxy]-2-hydroxy-3,3-diphenylpropionic acid 【CA登记号】 |
【 分 子 式 】C25H26O6 【 分 子 量 】422.47784 【元素组成】C 71.07% H 6.2% O 22.72% |
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)The esterification of 2(S)-hydroxy-3-methoxy-3,3-diphenylpropionic acid (I) with NaOMe and dimethyl sulfate gives the methyl ester (II), which is submitted to and acid (TsOH) catalyzed transetherification with 2-(3,4-dimethoxyphenyl)ethanol (III) to yield 3-[2-(3,4-dimethoxyphenyl)ethoxy-2(S)-hydroxy-3,3-diphenylpropionic acid methyl ester (IV). The hydrolysis of (IV) with KOH in methanol affords the corresponding free acid (V), which is finally condensed with 4,6-dimethyl-2-(methylsulfonyl)pyrimidine (VI) by means of lithium amide in DMF.
| 【1】 Jansen, R.; Hillen, H.; Kettschau, G.; Unger, L.; Hergenröder, S.; Kling, A.; Raschack, M.; Klinge, D.; Riechers, H.; Amberg, W.; Discovery and synthesis of (S)-3-[2-(3,4-dimethoxyphenyl)ethoxy]-2-(4,6-dimethylpyrimidin-2-yloxy)-3,3-diphenylpropionic acid (LU 302872), a novel orally active mixed ETA/ETB receptor antagonist. J Med Chem 1999, 42, 16, 3026. |
| 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) | 21154 | (2S)-2-hydroxy-3-methoxy-3,3-diphenylpropionic acid | C16H16O4 | 详情 | 详情 | |
| (II) | 38710 | methyl (2S)-2-hydroxy-3-methoxy-3,3-diphenylpropanoate | C17H18O4 | 详情 | 详情 | |
| (III) | 38711 | 2-(3,4-dimethoxyphenyl)-1-ethanol | 7417-21-2 | C10H14O3 | 详情 | 详情 |
| (IV) | 38712 | methyl (2S)-3-[(3,4-dimethoxyphenethyl)oxy]-2-hydroxy-3,3-diphenylpropanoate | C26H28O6 | 详情 | 详情 | |
| (V) | 38713 | (2S)-3-[(3,4-dimethoxyphenethyl)oxy]-2-hydroxy-3,3-diphenylpropionic acid | C25H26O6 | 详情 | 详情 | |
| (VI) | 38714 | 4,6-dimethyl-2-(methylsulfonyl)pyrimidine; 4,6-dimethyl-2-pyrimidinyl methyl sulfone | C7H10N2O2S | 详情 | 详情 |
Extended Information