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During the synthesis of peptide nucleic acid (PNA) analogues, HATU was successfully used as a coupling reagent along with collidine, both in solution and solid phase. Furthermore, the synthetic route towards dehydrodidemnin B was improved by the use of HATU.
HATU(1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate) is a reagent used inpeptide couplingchemistry to generate an active ester from a carboxylic acid. HATU can be used along with Hünig's base(N,N-diisopropylethylamine, DIPEA) to form amide bonds.
A mide bonds are one of the underpinning linkages in all living systems and are fundamental within drug discovery.
Current methods towards their synthesis frequently rely on the use of dipolar aprotic solvents; however, due to increasingly stringent regulations and growing societal pressures, safe and more sustainable alternatives are highly sought after.