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

Anass Znabet, Marloes M Polak, Elwin Janssen, Frans J J de Kanter, Nicholas J Turner, Romano V A Orru, Eelco Ruijter

Research output: Contribution to JournalArticleAcademicpeer-review

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.

Original languageEnglish
Pages (from-to)7918-7920
Number of pages3
JournalChemical Commununications
Volume46
Issue number42
Early online date20 Sep 2010
DOIs
Publication statusPublished - 14 Nov 2010

Keywords

  • Antiviral Agents/chemical synthesis
  • Biocatalysis
  • Dimerization
  • Oligopeptides/chemical synthesis
  • Oxidation-Reduction
  • Serine Proteinase Inhibitors/chemical synthesis

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