title: Immobilized coupling reagents: synthesis of amides/peptides.
abstract: The primary idea of using immobilized reagents in organic synthetic chemistry is to simplify the downstream process, product workup and isolation, and therefore avoiding time-consuming and expensive chromatographic separations, which are intrinsic to every synthetic process. Numerous polymer-bounded reagents are commercially available and applicable to almost all kinds of synthetic chemistry conversions. Herein, we have covered all known supported-coupling reagents and bases which have had a great impact in amide/peptide bond formation. These coupling reagents have been used for the activation of a carboxyl moiety; thus generating an active acylating species that is ready to couple with an amine nucleophile liberating the amide/peptide and polymeric support which can be regenerated for reuse. This also addresses a large variety of anchored coupling reagents, additives, and bases that have only been employed in amide/peptide syntheses during the last six decades.
authors.affiliation: Catalysis and Peptide Research Unit, School of Health Sciences, University of Kwazulu-Natal , Durban 4001, South Africa.
authors.forename: Prabhakar
authors.initials: P
authors.lastname: Cherkupally
authors.forename: Suhas
authors.initials: S
authors.lastname: Ramesh
authors.forename: Beatriz G
authors.initials: BG
authors.lastname: de la Torre
authors.forename: Thavendran
authors.initials: T
authors.lastname: Govender
authors.forename: Hendrik G
authors.initials: HG
authors.lastname: Kruger
authors.forename: Fernando
authors.initials: F
authors.lastname: Albericio
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000379:methods; D007202:Indicators and Reagents / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis* / Q000737:chemistry; D011108:Polymers / Q000737:chemistry; D060327:Solid-Phase Synthesis Techniques / Q000379:methods*
chemical_list: D000577:Amides; D007202:Indicators and Reagents; D010455:Peptides; D011108:Polymers
keywords: combinatorial chemistry; coupling additive; high-throughput organic synthesis; solid-phase synthesis; stand-alone coupling reagent