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Acyl azide generation and amide bond formation in continuous-flow for the synthesis of peptides

Alejandro Mata, Ulrich Weigl, Oliver Flögel, Pius Baur, Christopher A. Hone, C. Oliver Kappe

2020Reaction Chemistry & Engineering26 citationsDOIOpen Access PDF

Abstract

Acyl azides were safely generated by using nitrous acid in water and reacted<italic>in situ</italic>within a flow system. The acyl azide was efficiently extracted into the organic phase containing an amine nucleophile for a highly enantioselective peptide coupling.

Topics & Concepts

AzidePeptide bondAmine gas treatingAmideChemistryNucleophileCombinatorial chemistryContinuous flowPeptide synthesisEnantioselective synthesisOrganic chemistryPeptidePolymer chemistryCatalysisBiochemistryMechanicsPhysicsInnovative Microfluidic and Catalytic Techniques InnovationChemical Synthesis and AnalysisMonoclonal and Polyclonal Antibodies Research
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