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Author: Subject: N-Arylation of Amino acids
DrGandham
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[*] posted on 29-3-2019 at 23:01
N-Arylation of Amino acids


Hello there,

I am working on N-Arylation of alpha amino acids and peptide coupling to synthesize a molecule. Could any body suggest me how to minimize the racemization of amino acid(ester) during N-arylation and peptide coupling. I am trying both traditional (thermal) and Buckwald coupling for N-arylation.
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Metacelsus
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[*] posted on 30-3-2019 at 00:23


Racemization involves deprotonation at the alpha carbon. The racemization rate is thus a function of pH (and of course temperature). You should try to avoid strong bases and high temperatures.



As below, so above.
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