A Practical Route for the Preparation of 1,4,7-Triazacyclononanyl Diacetates with a Hydroxypyridinonate Pendant Arm

Molecules. 2015 Oct 23;20(10):19393-405. doi: 10.3390/molecules201019393.

Abstract

The preparation of triazamacrocyclic hydroxypyridinonate (HOPO-TACN) derivatives as potential chelators for metals in biomedical applications was reported. The synthesis is based on a convergent synthetic approach, in which the key intermediate di-tert-butyl-2,2'-(1,4,7-triazonane-1,4-diyl) diacetate was coupled with a hydroxypyridinonate pendant arm. The method is suitable for rapid syntheses of metal chelator HOPO-TACNs of biomedical interest.

Keywords: 1,4,7-triazonane; hydroxypyridinonate; metal chelator.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chelating Agents / chemical synthesis*
  • Chemistry Techniques, Synthetic
  • Molecular Structure
  • Pyridines / chemical synthesis*
  • Triazenes / chemical synthesis*
  • Triazines / chemical synthesis*

Substances

  • 2,2-(7-(2-(3-hydroxy-2-oxopyridin-1(2H)-yl)ethyl)-1,4,7-triazonane-1,4-diyl)diacetic acid
  • 2,2-(7-(3-(3-hydroxy-2-oxopyridin-1(2H)-yl)propyl)-1,4,7-triazonane-1,4-diyl)diacetic acid
  • Chelating Agents
  • Pyridines
  • Triazenes
  • Triazines