A concise synthesis of (+)-SCH 351448

Org Lett. 2005 Jun 23;7(13):2791-3. doi: 10.1021/ol0510769.

Abstract

[structure: see text] We describe a highly convergent synthetic approach to the natural product (+)-SCH 351448 (1)-a hexane-soluble heptacoordinate monosodium salt of a C(2)-symmetrical macrocyclic dilactone. Our approach implements a photochemical acylation as the key step to combine two nearly identical but orthogonal C1-C29 fragments, followed by a base-induced intramolecular acylation and deprotection to yield the natural product.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Lactones / chemical synthesis*
  • Lactones / chemistry
  • Micromonospora / chemistry
  • Molecular Structure
  • Stereoisomerism

Substances

  • Lactones
  • SCH 351448