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【结 构 式】 
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【分子编号】61975 【品名】methyl (2S)-2-[(4-ethoxy-4-oxobutyl)amino]butanoate 【CA登记号】 |
【 分 子 式 】C11H21NO4 【 分 子 量 】231.29208 【元素组成】C 57.12% H 9.15% N 6.06% O 27.67% |
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 reaction of 2(S)-aminobutyric acid (I) with SOCl2 gives the acyl chloride (II), which is treated with methanol to yield the methyl ester (III). The condensation of (III) with ethyl 4-bromobutyrate (IV) by means of Na2CO3 in refluxing water affords 2(S)-[3-(ethoxycarbonyl)propylamino)butyric acid methyl ester (V), which is cyclized by means of 2-pyridinol in refluxing toluene to provide 2(S)-(2-oxopyrrolidin-1-yl)butyric acid methyl ester (VI). Finally this compound is treated with ammonia in water to furnish the target Lavetiracetam.
| 【1】 Cavoy, E.; Ates, C.; Surtees, J.; Burteau, A.-C.; Marmon, V. (UCB SA); Oxopyrrolidine cpds., preparation of said cpds. and their use in the manufacturing of levetiracetam and analogues. WO 0314080 . |
| 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) | 32037 | (2S)-2-aminobutyric acid | 1492-24-6 | C4H9NO2 | 详情 | 详情 |
| (II) | 61972 | (2S)-2-aminobutanoyl chloride | C4H8ClNO | 详情 | 详情 | |
| (III) | 61973 | methyl (2S)-2-aminobutanoate | C5H11NO2 | 详情 | 详情 | |
| (IV) | 61974 | Ethyl 4-bromobutyrate; 4-Bromobutyric acid ethyl ester; Ethyl g-Bromobutyrate; Ethyl-(4-brombutyrat); 4-Bromo-n-butyric Acid Ethyl Ester; Ethyl 4-Bromo-n-butyrate; 4-Bromobutyric acid ethylester; Ethylbromobutyrate; 4-Bromobutyric Acid, Ethyl Ester; Ethyl-4-bromobutyrate; 4-BBE | 2969-81-5 | C6H11BrO2 | 详情 | 详情 |
| (V) | 61975 | methyl (2S)-2-[(4-ethoxy-4-oxobutyl)amino]butanoate | C11H21NO4 | 详情 | 详情 | |
| (VI) | 61971 | methyl (2S)-2-(2-oxo-1-pyrrolidinyl)butanoate | C9H15NO3 | 详情 | 详情 |
Extended Information