A chemoselective, acid mediated conversion of amide acetal to oxazole: The key step in the synthesis of cardiovascular drug, ifetroban sodium

Shankar Swaminathan, Ambarish K. Singh, Wen Sen Li, John J. Venit, Kenneth J. Natalie, James H. Simpson, Raymond E. Weaver, Lee J. Silverberg

Research output: Contribution to journalArticle

12 Scopus citations

Abstract

The cyclization of acetal amide was carried out with trimethylsilyl trifluoromethanesulfonate, followed by elimination using sodium methoxide to give 2,5-disubstituted oxazole, thus completing a new route to the cardiovascular drug ifetroban sodium.

Original languageEnglish (US)
Pages (from-to)4769-4772
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number27
DOIs
StatePublished - Jul 2 1998

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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