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 sidechain 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
DOIs
StatePublished - Jul 17 1995

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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