ORGN 631 |
| Two methods for the generation of pre-equilibrated dynamic combinatorial libraries (pDCLs) via radical exchange reactions will be described. In the first, alkyl substituents are traded between imidazolone dithiocarbamates and dithiobenzoates under action of a catalytic amount of azo-initiator. The effectiveness of the process is demonstrated by NMR characterization of the library itself and by GC-MS analysis of the individual compounds. In the second method, cyclic and acyclic alkoxylamines undergo equilibration in accord with the persistent radical effect (Fischer-Ingold effect). Deconvolution is achieved by means of a fluorous tagging/fluorous chromatography strategy that is compatible with conditions of library preparation. The later compounds represent analogues of the new class of HIV integrase inhibitors (e.g. NBD 556/557 and BMS 378806).
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Asymmetric Reactions, Combinatorial Chemistry, Molecular Recognition and Self-Assembly, Proteins, Peptides, Amino Acids and Enzyme Inhibitors
8:00 PM-10:00 PM, Wednesday, March 28, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Organic Chemistry |
