Supported synthesis of oxoapratoxin A

J Org Chem. 2009 Jun 5;74(11):4298-304. doi: 10.1021/jo900583j.

Abstract

A new synthesis of an oxazoline analogue of apratoxin A has been performed using a solid support. The efficient synthesis of the polyketide part on gram scale and the serine vinylogue is described. The use of chlorotrityl resin allowed the construction of two linear precursors corresponding to two different cyclization sites. This study describes a facile synthesis of analogues for future SAR studies of this potent antitumor compound.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Cyclization
  • Depsipeptides / chemical synthesis*
  • Macrolides
  • Oxazoles / chemistry*
  • Serine

Substances

  • Antineoplastic Agents
  • Depsipeptides
  • Macrolides
  • Oxazoles
  • apratoxin A
  • Serine