Amino acids and peptides. XVIII. Dipeptide formation during the synthesis of Z‐Asp(OBzl)‐OH

1 November 1987

journal article
research article
Published by Wiley in International Journal of Peptide and Protein Research

Vol. 30 (5) , 695-700
https://doi.org/10.1111/j.1399-3011.1987.tb03382.x

Abstract

During the benzyloxycarbonylation of H‐Asp(OBzl)‐OH by the Schotten‐Bauman reaction with benzyloxycarbonyl chloride in the presence of NaHCO₃ or Na₂CO₃, besides Z‐Asp(OBzl)‐OH, Z‐Asp(OBzl)‐Asp(OBzl)‐OH was formed as side product, although the extent of the dipeptide formation differed depending on the base used (10% and 20% respectively). It was found that melting point, rotation value and Rf values upon thin‐layer chromatography of Z‐Asp(OBzl)‐Asp(OBzl)‐OH were quite similar to those of Z‐Asp(OBzl)‐OH.

Keywords

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