Concise synthesis of an enantiopure bicyclic pyrazinone as constrained peptidomimetic building block

Org Biomol Chem. 2012 Mar 14;10(10):2003-7. doi: 10.1039/c2ob06762e. Epub 2012 Feb 3.

Abstract

A concise synthetic route has been developed for the preparation of a constrained peptidomimetic pyrazinone building block. From hydroxy-L-lysine, the desired pyrazinone is obtained in 43% overall yield (6 steps) via an efficient deprotection-double cyclization sequence.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chemistry Techniques, Synthetic
  • Cyclization
  • Peptidomimetics / chemical synthesis
  • Peptidomimetics / chemistry*
  • Pyrazines / chemical synthesis
  • Pyrazines / chemistry*
  • Stereoisomerism

Substances

  • Peptidomimetics
  • Pyrazines