Immobilized Coupling Reagents: Synthesis of Amides/Peptides

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...

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Veröffentlicht in:ACS combinatorial science 2014-11, Vol.16 (11), p.579-601
Hauptverfasser: Cherkupally, Prabhakar, Ramesh, Suhas, de la Torre, Beatriz G, Govender, Thavendran, Kruger, Hendrik G, Albericio, Fernando
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Sprache:eng
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Zusammenfassung: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.
ISSN:2156-8952
2156-8944
DOI:10.1021/co500126y