title: 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.
authors.affiliation: Department of Chemistry & Pharmaceutical Sciences, Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.
authors.forename: Anass
authors.initials: A
authors.lastname: Znabet
authors.forename: Marloes M
authors.initials: MM
authors.lastname: Polak
authors.forename: Elwin
authors.initials: E
authors.lastname: Janssen
authors.forename: Frans J J
authors.initials: FJ
authors.lastname: de Kanter
authors.forename: Nicholas J
authors.initials: NJ
authors.lastname: Turner
authors.forename: Romano V A
authors.initials: RV
authors.lastname: Orru
authors.forename: Eelco
authors.initials: E
authors.lastname: Ruijter
mesh_terms: D000998:Antiviral Agents / Q000138:chemical synthesis*; D055162:Biocatalysis; D019281:Dimerization; D009842:Oligopeptides / Q000138:chemical synthesis*; D010084:Oxidation-Reduction; D015842:Serine Proteinase Inhibitors / Q000138:chemical synthesis*
chemical_list: D000998:Antiviral Agents; D009842:Oligopeptides; D015842:Serine Proteinase Inhibitors; C486464:telaprevir