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Chem Commun (Camb). 2010 Nov 14;46(42):7918-20. doi: 10.1039/c0cc02823a. Epub 2010 Sep 20.

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

Author information

1
Department of Chemistry & Pharmaceutical Sciences, Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.

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.

PMID:
20856952
DOI:
10.1039/c0cc02823a
[Indexed for MEDLINE]

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