Issue 42, 2010

A highly efficient synthesis of telaprevir by strategic use of biocatalysis and multicomponent reactions

Abstract

A very short and efficient synthesis of the important drug candidate telaprevir, featuring a biocatalytic desymmetrization and two multicomponent reactions as the key steps, is presented. The classical issue of lack of stereoselectivity in Ugi- and Passerini-type reactions is circumvented. The atom economic and convergent nature of the synthetic strategy require only very limited use of protective groups.

Graphical abstract: A highly efficient synthesis of telaprevir by strategic use of biocatalysis and multicomponent reactions

Supplementary files

Article information

Article type
Communication
Submitted
26 Jul 2010
Accepted
03 Sep 2010
First published
20 Sep 2010

Chem. Commun., 2010,46, 7918-7920

A highly efficient synthesis of telaprevir by strategic use of biocatalysis and multicomponent reactions

A. Znabet, M. M. Polak, E. Janssen, F. J. J. de Kanter, N. J. Turner, R. V. A. Orru and E. Ruijter, Chem. Commun., 2010, 46, 7918 DOI: 10.1039/C0CC02823A

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