Selective protecting group manipulations on the 1-deoxynojirimycin scaffold |
| |
Authors: | Elisa Danieli Paul V. Murphy |
| |
Affiliation: | a Department of Organic Chemistry ‘Ugo Schiff’, University of Florence, via della Lastruccia 13, 50019 Sesto Fiorentino, Florence, Italy b Centre for Synthesis and Chemical Biology, UCD School of Chemistry and Chemical Biology, UCD Conway Institute, University College Dublin, Belfield, Dublin 4, Ireland |
| |
Abstract: | Iminosugars are inhibitors of glycoprocessing and are of interest as scaffolds for medicinal chemistry, as their successful application as peptide mimetics has shown. The synthesis of novel peptidomimetics based on 1-deoxynojirimycin (DNJ) requires practical strategies that allow introduction of amino acid side chains or pharmacophore groups at each of its hydroxyl groups or to the nitrogen atom. This paper describes one approach towards achieving selective protection and deprotection at the hydroxyl and amino groups of DNJ and a novel synthesis of DNJ from l-sorbose is included. |
| |
Keywords: | |
本文献已被 ScienceDirect 等数据库收录! |
|