DrGandham
Harmless
Posts: 1
Registered: 29-3-2019
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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
International Hazard
Posts: 2539
Registered: 26-12-2012
Location: Boston, MA
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Mood: Double, double, toil and trouble
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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.
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