Synthesis of Isomeric 2,3,5-Trisubstituted Perhydropyrrolo[3,4-d]-isoxazole-4,6-diones via 1,3-Dipolar Cycloaddition Reactions

Ozkan H., YILDIRIR Y.

JOURNAL OF HETEROCYCLIC CHEMISTRY, vol.47, no.4, pp.954-959, 2010 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 47 Issue: 4
  • Publication Date: 2010
  • Doi Number: 10.1002/jhet.395
  • Journal Name: JOURNAL OF HETEROCYCLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.954-959
  • Gazi University Affiliated: Yes

Abstract

A series of isoxazolidine derivates (isomeric 2,3,5-trisubstitutedperhydropyrrolo[3,4-d]isoxazole-4,6-diones) used as anti-inflammatory, immunosuppressive, antibacterial agent, and inhibitor for some enzymes were synthesized. These compounds were prepared by 1,3-dipolar cycloaddition of N-methyl maleimide and N-phenyl maleimide with nitrones. Diastereomeric products obtained in this reaction were separated by column chromatography and recrystallized. All compounds synthesized were characterized by elemental analysis and spectroscopic methods (H-1 NMR, C-13 NMR, and FTIR).