Work

New Synthetic Approach for the Incorporation of 3-Hydroxypyridin-2(1H)-one (3,2-HOPO) Ligands: Synthesis of Structurally Diverse Poly 3,2-HOPO Chelators

Year: 2010

Type: article

Abstract: The HOPO sulfonamide reagent, 3, was prepared from commercial 2,3-dihydroxypyridine in four steps in good yields. Sulfonamide 3 readily underwent selective alkylation with dibromides in the presence of base or could be coupled to alcohols using Mitsunobu conditions. The utility of this nucleophilic HOPO reagent was demonstrated by the synthesis some tris and tetraHOPO chelators. This approach for tethering HOPO ligands is unique and flexible as shown by the preparation of HOPO/iminocarboxylic acid chelator 17.

Source: Synthesis

DOI: 10.1055/s-0030-1258337

Authors: Hollie Jacobs, Aravamudan Gopalan, Jayanthi Arumugam, Hayley Brown

Institution: New Mexico State University

Language: English

Topic: Supramolecular Chemistry and Complexes

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: Howard Hughes Medical Institute, National Institutes of Health, National Institute of General Medical Sciences, Division of Undergraduate Education

Awards: SCORE Institutional Development Project at New Mexico State Univ., Synthesis of new classes of metal ion chelators for therapeutic applications