Dynamic Carbon Isotope Exchange of Pharmaceuticals with Labeled CO2

J Am Chem Soc. 2019 Jan 16;141(2):780-784. doi: 10.1021/jacs.8b12140. Epub 2018 Dec 31.

Abstract

A copper-catalyzed procedure enabling dynamic carbon isotope exchange is described. Utilizing the universal precursor [14C]CO2, this protocol allows to insert, in one single step, the desired carbon tag into carboxylic acids with no need of structural modifications. Reducing synthetic costs and limiting the generation of radioactive waste, this procedure will facilitate the access to carboxylic acids containing drugs and accelerate early 14C-based ADME studies supporting drug development.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbon Dioxide / chemistry*
  • Carbon Isotopes / chemistry
  • Carbon Radioisotopes / chemistry
  • Carboxylic Acids / chemical synthesis
  • Carboxylic Acids / chemistry*
  • Catalysis
  • Copper / chemistry
  • Isotope Labeling / methods
  • Radiopharmaceuticals / chemical synthesis
  • Radiopharmaceuticals / chemistry*

Substances

  • Carbon Isotopes
  • Carbon Radioisotopes
  • Carboxylic Acids
  • Radiopharmaceuticals
  • Carbon Dioxide
  • Copper
  • Carbon-14
  • Carbon-13