Collect. Czech. Chem. Commun. 2003, 68, 744-750

A Facile Synthesis of Selectively Protected Linear Oligoamines

Simona Koščová, Miloš Buděšínský and Jana Hodačová*

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic


A convenient multi-gram preparative method for the synthesis of linear oligoamines having the terminal primary amino groups unprotected and the central secondary amino functions protected with tert-butoxycarbonyl groups is presented. At the same time, simple one-pot preparation of the α,ω-bis(trifluoroacetamide) intermediates 2 has been developed. NMR spectra of the novel selectively protected oligoamines are also discussed.

Keywords: Amines; NMR spectroscopy; Protecting groups; Azacrown macrocycles; Polyamines; Building blocks.

References: 14 live references.