Stereoselective synthesis of squalamine dessulfate

Robert M. Moriarty, Livia A. Enache, William A. Kinney, Craig S. Allen, James W. Canary, Sudersan M. Tuladhar, Liang Guo

Research output: Contribution to journalArticlepeer-review

Abstract

Squalamine dessulfate (24R) and the unnatural product squalamine dessulfate (24S) have been synthesized from stigmasterol. The key step in establishing the C24 stereochemistry is attachment of the side-chain at C22 using either (2R)- or (2S)-1,2-epoxy-3-methylbutane to yield the cholesteryl precursors of the epimeric squalamine dessulfates.

Original languageEnglish (US)
Pages (from-to)5139-5142
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number29
StatePublished - 1995

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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