Synthesis of 2-isoxazoline and alpha-hydroxy ketomethylene dipeptide isosteres.
We have developed a simple and stereoselective method for synthesizing novel dipeptide isosteres using nitrile oxide cycloaddition as a key reaction. Employing this method, we have prepared efficiently various peptidomimetics containing 2-isoxazolines and alpha-hydroxy ketomethylene dipeptide isosteres.
Chung
Y J
YJ
Department of Chemistry, Pohang University of Science and Technology, Korea.
Ryu
E J
EJ
Keum
G
G
Kim
B H
BH
D000596:Amino Acids / Q000737:chemistry; D018360:Crystallography, X-Ray; D004151:Dipeptides / Q000138:chemical synthesis*; D004951:Esterification; D007555:Isoxazoles / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D010091:Oximes / Q000737:chemistry; D011487:Protein Conformation; D013237:Stereoisomerism
D000596:Amino Acids; D004151:Dipeptides; D007555:Isoxazoles; D007659:Ketones; D010091:Oximes