Collect. Czech. Chem. Commun. 1987, 52, 1922-1927

α-Aminoacyl derivatives of α,ω-diaminopoly(oxyethylene)

Bohumil Masař, Pavel Schmidt, Hana Pivcová and Pavel Čefelín

Institute of Macromolecular Chemistry, Czechoslovak Academy of Sciences, 162 06 Prague 6


By reacting p-nitrophenyl esters of L-α-amino acids with α-(3-aminopropyl)-ω-(aminomethyl)-poly(oxyethylene), diamides having the structure [X-NHCH(R)CONH]2Mx' were prepared, X being the protective group Boc or Z, R being residues of glutamic and aspartic acid, phenylalanine and tyrosine, and Mx' being the poly(oxyethylene) chain with the (-CH2)3- and -CH2- endgroups. The diamides were characterized by IR and 1H NMR spectroscopy and thin-layer chromatography. After complete removal of tert-butyloxycarbonyl groups from diamides (X = Boc), deprotected α-aminoacyl derivatives were characterized as trifluoroacetic acid salts.