Synthesis of 2-isoxazoline and alpha-hydroxy ketomethylene dipeptide isosteres

Y J Chung; E J Ryu; G Keum; B H Kim

doi:10.1016/0968-0896(95)00174-3

Synthesis of 2-isoxazoline and alpha-hydroxy ketomethylene dipeptide isosteres

Bioorg Med Chem. 1996 Feb;4(2):209-25. doi: 10.1016/0968-0896(95)00174-3.

Authors

Y J Chung¹, E J Ryu, G Keum, B H Kim

Affiliation

¹ Department of Chemistry, Pohang University of Science and Technology, Korea.

PMID: 8814879
DOI: 10.1016/0968-0896(95)00174-3

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amino Acids / chemistry
Crystallography, X-Ray
Dipeptides / chemical synthesis*
Esterification
Isoxazoles / chemistry*
Ketones / chemistry*
Oximes / chemistry
Protein Conformation
Stereoisomerism

Substances

Amino Acids
Dipeptides
Isoxazoles
Ketones
Oximes