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【结 构 式】

【分子编号】61972

【品名】(2S)-2-aminobutanoyl chloride

【CA登记号】

【 分 子 式 】C4H8ClNO

【 分 子 量 】121.56636

【元素组成】C 39.52% H 6.63% Cl 29.16% N 11.52% O 13.16%

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:(II)

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