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Process improvement in amino acids N-carboxyanhydride synthesis by N-carbamoyl amino acid
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Process improvement in amino acids N-carboxyanhydride synthesis by N-carbamoyl amino acid

Olivier Lagrille, Grégoire Danger, Laurent Boiteau, Jean-Christophe Rossi et Jacques Taillades
Amino Acids, Vol.36, pp.341-347
2009

Résumé

N-carboxyanhydrides Nitrosation Polypeptides N-carbamoylamino acids
Amino acid N-carboxyanhydrides (NCA), convenient monomer for polypeptide synthesis, are easily prepared in high purity as the result of N-carbamoyl amino acids (CAA) nitrosation by gaseous NOx (4:1 NO + O2 mixture, or NOCl) in toluene. Removal of polar side products is then efficiently carried out during subsequent work-up and crystallisation so that the resulting NCA obtained in good yield is suitable for controlled, primary amine-initiated polymerisation.

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