Protecting-group-free synthesis of a dual CCK1/CCK2 receptor antagonist

Org Biomol Chem. 2011 Apr 21;9(8):2654-60. doi: 10.1039/c0ob01004a. Epub 2011 Mar 2.

Abstract

In our pursuit of an efficient, protecting-group-free synthesis of the dual CCK1/CCK2 receptor antagonist 1, we have developed chemoselective conditions for sulfonamide formation reaction in pure water and a PhNMe(2) mediated carboxamide formation, both in the presence of a carboxylic acid. Practical synthesis of an unnatural, chiral β-aryl-α-amino acid is also described.

MeSH terms

  • Molecular Structure
  • Receptor, Cholecystokinin A / antagonists & inhibitors*
  • Receptor, Cholecystokinin B / antagonists & inhibitors*
  • Stereoisomerism

Substances

  • Receptor, Cholecystokinin A
  • Receptor, Cholecystokinin B