Collect. Czech. Chem. Commun.
1984, 49, 1914-1920
https://doi.org/10.1135/cccc19841914
Derivatives of 6-amino-6-N,N-bis(carboxymethyl)-6-deoxy-D-galactose
Karel Čapeka, Jindra Čapkováa, Jiří Jarýa and Petr Trškab
a Laboratory of Monosccharides, Prague Institute of Chemical Technology, 166 28 Prague 6
b Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6
Abstract
On reaction of 6-amino-6-deoxy-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose (II) with sodium chloracetate 6-amino-6-N,N-bis(carboxymethyl)-6-deoxy-1,2;3,4-di-O-isopropylidene-α-D-galactopyranose (III) was obtained. Melting of compound III with urea or its heating with a mixture of formamide and urea causes cyclocondensation of the N,N-bis(carboxymethyl)group under formation of 6-deoxy-1,2;3,4-di-O-isopropylidene-6-C(3,5-dioxopiperazin-1-yl)-α-D-galactopyranose (IX). Some derivatives of compound III are also described in the paper; the structures of all the products have been confirmed by NMR spectra.
