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【结 构 式】 
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【分子编号】30342 【品名】methyl 3-[4-(2-oxiranylmethoxy)phenyl]propanoate 【CA登记号】81147-94-6 |
【 分 子 式 】C13H16O4 【 分 子 量 】236.26764 【元素组成】C 66.09% H 6.83% O 27.09% |
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 esterification of 3-(4-hydroxyphenyl)propionic acid (I) with methanol and H2SO4 gives the corresponding methyl ester (II), which by condensation with epichlorohydrin (III) by means of K2CO3 in refluxing acetone affords methyl 3-[4-(2,3-epoxypropoxy)phenyl]propionate (IV). Finally, the epoxide ring is opened by reaction with isopropylamine (V) in refluxing methanol, and a final treatment with ethereal HCl is performed.
| 【1】 Erhardt, P.W.; Woo, C.M.; Anderson, W.G.; Gorczynski, R.J.; Ultra-short-acting beta-adrenergic receptor blocking agents. 2. (Aryloxy)propanolamines containing esters on the aryl function. J Med Chem 1982, 25, 12, 1408. |
| 【2】 Erhardt, P.W.; Bogman, R.J.; O'Donnell, J.P. (Baxter International Inc.); Method for treatment or prophylaxis of cardiac disorders. EP 0053435; EP 0065542; US 4387103; WO 8201869 . |
| 【3】 Serradell, M.N.; Castaner, J.; Badia, A.; Esmolol Hydrochloride. Drugs Fut 1984, 9, 3, 183. |
| 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) | 25691 | 3-(4-hydroxyphenyl)propionic acid | 501-97-3 | C9H10O3 | 详情 | 详情 |
| (II) | 30341 | methyl 3-(4-hydroxyphenyl)propanoate; 4-Hydroxyphenylpropionic acid methyl ester; 3-(4-Hydroxyphenyl)propionic acid methyl ester | 5597-50-2 | C10H12O3 | 详情 | 详情 |
| (III) | 10146 | Epichlorohydrin; 2-(Chloromethyl)oxirane | 106-89-8 | C3H5ClO | 详情 | 详情 |
| (IV) | 30342 | methyl 3-[4-(2-oxiranylmethoxy)phenyl]propanoate | 81147-94-6 | C13H16O4 | 详情 | 详情 |
| (V) | 23933 | 2-Propanamine; Isopropylamine | 75-31-0 | C3H9N | 详情 | 详情 |
Extended Information