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Synthesis 1993; 1993(12): 1261-1266
DOI: 10.1055/s-1993-26039
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2-(4-Acetyl-2-nitrophenyl)ethyl: A New Base-Labile Carboxyl Protecting Group

Jordi Robles* , Enrique Pedroso, Anna Grandas
  • *Departament de Química Orgànica, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain
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Publication Date:
29 April 2002 (online)

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A new base-labile carboxyl protecting group, the 2-(4-acetyl-2-nitrophenyl)ethyl (Anpe) group is reported and compared with other base-labile protecting groups. The synthesis of the alcohol precursor, 1-[4-(2-hydroxyethyl)-3-nitrophenyl]-1-ethanone, the amino acid derivatives Boc-Asp(Anpe)-OH and Boc-Glu(Anpe)-OH and the conditions under which the carboxyl protecting group can be eliminated are also described.