The synthesis of an isopropyl substituted 1,4,7-triazacyclononane via an in situ sequential macrocyclisation method

Org Biomol Chem. 2003 Jul 7;1(13):2357-63. doi: 10.1039/b302887a.

Abstract

Using L-valine methyl ester hydrochloride as starting material, the synthesis of (2S)-2-isopropyl-1,4,7-trimethyl-1,4,7-triazacyclononane is described. Various standard Richman-Atkins cyclisation methods gave only poor yields in the key macrocyclisation step. Efficient macrocyclisation yields were, however, realised when an in situ sequential cyclisation method was developed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chemistry, Organic / methods*
  • Cyclization
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry
  • Models, Chemical
  • Molecular Structure
  • Reproducibility of Results
  • Stereoisomerism

Substances

  • Heterocyclic Compounds
  • 1,4,7-triazacyclononane