Enantioselective Synthesis of Antiepileptic Agent, (-)-Levetiracetam, through Evans Asymmetric Strategy

Enantioselective Synthesis of Antiepileptic Agent, (-)-Levetiracetam, through Evans Asymmetric Strategy
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DOI:
10.1155/2013/176512
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发表时间:
2013-01-01
影响因子:
3
通讯作者:
Nigam, Satish
Nigam, Satish
中科院分区:
化学4区
文献类型:
--
作者:
Babu, K. Chandra;Reddy, R. Buchi;Nigam, Satish

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采用Evans不对称策略羰基官能的α -烷基化作为关键步骤,用5步(总收率33.0%)和高光学纯度(99.0% ee)合成了一种实用高效的抗癫痫药物(-)-左三西坦。该方法实验步骤简单,立体化学效果好,在多图尺度上制备目标化合物具有综合吸引力。
A practical and efficient enantioselective synthesis of antiepileptic drug, (-)-Levetriacetam, has been described in five steps (33.0% overall yield) and high optical purity (99.0% ee), using Evans asymmetric strategy for alpha-alkylation of carbonyl functionality as the key step. The simplicity of the experimental procedures and high stereochemical outcome make this method synthetically attractive for preparing the target compound on multigram scales.