Synthesis of Unsymmetrical Dithioacetals: An Efficient Synthesis of a Novel LTD4 Antagonist, L-660,711

J. M. McNamara, J. L. Leazer, M. Bhupathy, J. S. Amato, R. A. Reamer, P. J. Reider, E. J.J. Grabowski

Research output: Contribution to journalArticlepeer-review

44 Scopus citations

Abstract

An efficient four-step synthesis of the potent LTD4 antagonist L-660,711 (1) is described. The key step involves selective conversion of aldehyde 2 to the unsymmetrical dithioacetal 7, via O-trimethylsilyl hemithioacetal 10. This specific cleavage of the carbon-oxygen bond of a mixed 0,S-acetal permits the unprecedented synthesis of unsymmetrical dithioacetals.

Original languageEnglish (US)
Pages (from-to)3718-3721
Number of pages4
JournalJournal of Organic Chemistry
Volume54
Issue number15
DOIs
StatePublished - Jul 1 1989
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Fingerprint Dive into the research topics of 'Synthesis of Unsymmetrical Dithioacetals: An Efficient Synthesis of a Novel LTD<sub>4</sub> Antagonist, L-660,711'. Together they form a unique fingerprint.

Cite this