Arumugam Jayanthi, Brown Hayley A, Jacobs Hollie K, Gopalan Aravamudan S
Department of Chemistry and Biochemistry, New Mexico State University, Las Cruces, NM 88003-8001.
Synthesis (Stuttg). 2011 Jan 1;2011(1):57-64. doi: 10.1055/s-0030-1258337.
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.
HOPO磺酰胺试剂3由市售的2,3 - 二羟基吡啶经四步反应制备,产率良好。磺酰胺3在碱存在下能与二溴化物轻松发生选择性烷基化反应,或者可在 Mitsunobu 条件下与醇类偶联。通过合成一些三HOPO和四HOPO螯合剂证明了这种亲核HOPO试剂的实用性。如HOPO/亚氨基羧酸螯合剂17的制备所示,这种连接HOPO配体的方法独特且灵活。