A Convenient and General Method for the Preparation oftert-Butoxycarbonylaminoalkanenitriles and Their Conversion to Mono-tert-butoxycarbonylalkanediamines
- 1 January 1988
- journal article
- research article
- Published by Georg Thieme Verlag KG in Synthesis
- Vol. 1988 (03) , 259-261
- https://doi.org/10.1055/s-1988-27538
Abstract
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.Keywords
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