Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1374953 | Bioorganic & Medicinal Chemistry Letters | 2006 | 4 Pages |
Abstract
An efficient, asymmetric solid-phase synthesis of benzothiadiazine-substituted tetramic acids is reported. Starting from commercially available chiral Fmoc-protected α-amino acids loaded onto Wang resin, Fmoc removal, reductive amination followed by amide bond formation, and base-catalyzed cyclization with simultaneous cleavage from the resin provided the desired products. Compounds described are potent inhibitors of the hepatitis C virus RNA-dependent RNA polymerase.
Graphical abstractSolid-phase synthesis and SAR are described for a series of benzothiadiazine-substituted tetramic acid inhibitors of the hepatitis C virus RNA-dependent RNA polymerase, NS5B.Figure optionsDownload full-size imageDownload as PowerPoint slide
Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Karen A. Evans, Deping Chai, Todd L. Graybill, George Burton, Robert T. Sarisky, Juili Lin-Goerke, Victor K. Johnston, Ralph A. Rivero,