Enantioselective Synthesis of an HCV NS5a Antagonist

Enantioselective Synthesis of an HCV NS5a Antagonist

A concise, enantioselective synthesis of the HCV NS5a inhibitor MK-8742 (1) is reported. The features of the synthesis include a highly enantioselective transfer hydrogenation of an NH imine and a dynamic diastereoselective transformation. The synthesis of this complex target requires simple startin...

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Veröffentlicht in:Organic letters 2014-05, Vol.16 (9), p.2310-2313
Hauptverfasser: Mangion, Ian K., Chen, Cheng-yi, Li, Hongmei, Maligres, Peter, Chen, Yonggang, Christensen, Melodie, Cohen, Ryan, Jeon, Ingyu, Klapars, Artis, Krska, Shane, Nguyen, Hoa, Reamer, Robert A., Sherry, Benjamin D., Zavialov, Ilia
Format: Artikel
Sprache:eng
Schlagworte:
Benzofurans - chemical synthesis
Benzofurans - chemistry
Hydrogenation
Imidazoles - chemical synthesis
Imidazoles - chemistry
Imines - chemistry
Molecular Structure
Stereoisomerism
Viral Nonstructural Proteins - antagonists & inhibitors
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Zusammenfassung:A concise, enantioselective synthesis of the HCV NS5a inhibitor MK-8742 (1) is reported. The features of the synthesis include a highly enantioselective transfer hydrogenation of an NH imine and a dynamic diastereoselective transformation. The synthesis of this complex target requires simple starting materials and nine linear steps for completion.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol500971c