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Synthesis 1988; 1988(3): 259-261
DOI: 10.1055/s-1988-27538
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A Convenient and General Method for the Preparation of tert-Butoxycarbonylaminoalkanenitriles and Their Conversion to Mono-tert-butoxycarbonylalkanediamines

Raymond Houssin* , Jean-Luc Bernier, Jean-Pierre Hénichart
  • *Institut de Chimie Pharmaceutique, Faculté de Pharmacie, rue du Professeur Laguesse, F-59045 Lille, France
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Publication Date:
20 August 2002 (online)

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A new method is described for the synthesis of tert-butoxy-carbonylaminoalkanenitriles 3 by dehydration of the corresponding carboxamides 2 (prepared in two steps from aminoalkanoic acids) in the presence of trifluoroacetic anhydride and triethylamine. N-Boc-ami-noalkanenitriles 3 are easily converted to mono-N-Boc-alkanediamines 4 under mild conditions avoiding the cleavage of the N-protective group. The monoprotected alkanediamines 4 are useful tools in affinity chromatography.