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Synthesis 1988; 1988(12): 947-950
DOI: 10.1055/s-1988-27761
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Synthesis of O-(α-Aminoacyl)glycolic and -lactic Amides from 2-Bromoacetamides or -propanamides with N-Protected Amino Acids

G. Cavicchioni* , F. D'Angeli, A. Casolari, P. Orlandini
  • *Department of Pharmaceutical Sciences, University of Ferrara, I-44100 Ferrara, Italy
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Publication Date:
20 August 2002 (online)

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2-Bromocarboxamides carrying a primary, secondary or tertiary halide and a primary or secondary amide function react with N-protected amino acids in the presence of silver oxide to afford the desired depsipeptide analogs in high yields. Some racemization was observed in the synthesis of a lactoylamide derivative.