Synthesis of (R)-, (S)-, and (RS)-hydroxymethylmexiletine, one of the major metabolites of mexiletine

Synthesis of (R)-, (S)-, and (RS)-hydroxymethylmexiletine, one of the major metabolites of mexiletine
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DOI:
10.1016/j.tetasy.2007.10.002
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发表时间:
2007-10-10
影响因子:
--
通讯作者:
Tortorella, Vincenzo
Tortorella, Vincenzo
中科院分区:
其他
文献类型:
--
作者:
Cavalluzzi, Maria Maddalena;Catalano, Alessia;Tortorella, Vincenzo

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羟甲基美西汀(Hydroxymethylmexiletine, HMM)是美西汀的主要代谢物之一,有外消旋和旋光两种合成途径。在(-)-(R)-(2-萘氧基)苯乙酸作为手性溶剂化剂和β -环糊精硫酸钠盐作为手性助剂的H-1 NMR分析中,两种HMM对映体的ee值均为98%。(c) 2007 Elsevier Ltd.版权所有。
Hydroxymethylmexiletine (HMM), one of the main metabolites of mexiletine, has been synthesized in both racemic and optically active forms following two alternative routes. The ee values for both HMM enantiomers were 98%, as assessed by H-1 NMR analysis in the presence of (-)-(R)-(2-naphthyloxy) phenylacetic acid as a chiral solvating agent and electrophoretic analysis using beta-cyclodextrine sulfated sodium salt as a chiral auxiliary. (c) 2007 Elsevier Ltd. All rights reserved.