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Facile Routes for the Preparation of 3,4-Disubstituted 1,3-Oxazolidines and 1,2,5-Trisubstituted Imidazolidin-4-ones

  作者 CATALANO ALESSIA; CAROCCI ALESSIA; LENTINI GIOVANNI; DI MOLA ANTONIA; BRUNO CLAUDIO; FRANCHINI CARLO  
  选自 期刊  Journal of Heterocyclic Chemistry;  卷期  2011年48-2;  页码  261-266  
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[摘要]Facile, alternative synthetic routes to (RS)-, (R)-, and (S)-3-benzyl-N-(2,6-dimethylphenyl)-1,3-oxazolidine-4-carboxamides (6), a chiral oxazolidine derivative of tocainide, are reported. The synthetic routes described herein also afforded (RS)-, (R)-, and (S)-11, which present the imidazolidin-4-one core and belong to a class of compounds interesting for their biological activities. All the final compounds and intermediates were fully characterized. Enantiomeric excesses of homochiral 6 and 11 were determined by capillary electrophoresis analysis using 2-hydroxypropyl-beta-cyclodextrin or highly sulfated gamma-cyclodextrin as chiral selectors.

 
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