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Synthesis 1991; 1991(3): 207-209
DOI: 10.1055/s-1991-26420
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4-Ethoxy-1,1,1-trifluoro-3-buten-2-one as a New Protecting Reagent in Peptide Synthesis

M. G. Gorbunova* , I. I. Gerus, S. V. Galushko, V. P. Kukhar
  • *Institute of Bioorganic and Oil Chemistry Ukrainian SSR, Academy of Sciences, Kharkoyskoe sh., 50, SU-252160 Kiev, USSR
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Publication Date:
17 September 2002 (online)

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The 4,4,4-trifluoro-3-oxo-1-butenyl group is proposed as a suitable protecting group for the protection of the N-H terminal of amino acids in peptide synthesis. Amino acids react with 4-ethoxy-1,1,1-trifluoro-3-buten-2-one to give the N-protected amino acids, the protecting group can be removed by acidic hydrolysis. The formation of peptide bonds using on N-4,4,4-trifluoro-3-oxo-1-butenyl protected amino acids occurs without racemization.