Efficient synthesis of arrays of amino acid derived Ugi products with subsequent amidation.
Several amino acid derived iminodicarboxylicacid monomethylesters have been converted into a small array of amide derivatives. Sequentially, we were using an Ugi reaction of alpha-amino acids, followed by a mild and efficient amidation. Thus we added to this well-known Ugi scaffold another dimension of diversity, thereby enhancing it is potentially use in the combinatorial and medicinal chemistry of multi component reactions (MCRs) and drug discovery. Synthesis of an exemplary array and pharmacophore features are discussed.
University of Pittsburgh, Drug Discovery Institute, Pittsburgh, PA 15261, USA.
Wei
W
Wang
Alexander
A
Dömling
D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D000596:Amino Acids / Q000138:chemical synthesis / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D003486:Cyanides / Q000138:chemical synthesis / Q000737:chemistry*; D004952:Esters / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure
D000577:Amides; D000596:Amino Acids; D003486:Cyanides; D004952:Esters