Seminars

DEPARTMENT OF CHEMISTRY, SEOUL NATIONAL UNIVERSITY.

Enantioselective Synthesis of Hemiaminals via Pd-catalyzed C-N Coupling – Application to the Manufacture of Elbasvir and Ruzasvir

August 31, 2016l Hit 543
Date : November 3, 2016 16:30 ~
Speaker : Dr. Qinghao Chen(MSD)
Location : Mogam Hall, Bldg.500
Elbasvir and ruzasvir are the NS5A protein inhibitor in MSD’s oral combination therapy for the treatment of hepatitis C. The aminal stereocenter of these structures was efficiently constructed by a novel Pd-catalyzed asymmetric intramolecular C-N coupling. This transformation has been shown to be general for a wide variety of N,O- and N,N-acetals. Mechanistic studies revealed the active ligand to be a diphosphine monoxide. This presentation will discuss the discovery, optimization, scope, and mechanstic insights of the asymmetric aminal synthesis.