Collect. Czech. Chem. Commun. 1980, 45, 3378-3390
https://doi.org/10.1135/cccc19803378

The preparation of 3-amino-3-deoxy-1,2-O-isopropylidene-α-L-erythrofuranose, 3-amino-3-deoxy-1,2-O-isopropylidene-β-D-threofuranose and their derivatives

Jiří Jarýa, Milena Masojídkováb, Ivan Kozákc, Miroslav Marekd and Jan Staněk, Jr.a

a Laboratory of Monosaccharides, Prague Institute of Chemical Technology, 166 28 Prague 6
b Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6
c Biophysical Department, Faculty of General Medicine, Charles University, 128 01 Prague 2
d Department of Biochemistry and Microbiology, Prague Institute of Chemical Technology, 166 28 Prague 6

Abstract

The title amino derivatives VI and XIV were prepared by nucleophilic substitution of p-toluenesulfonyl derivatives II and XVII with sodium azide or hydrazine and subsequent reduction. Nucleophilic substitution of compounds II and XVII with sodium benzoate was also investigated. The 1H NMR spectra of the substances prepared are discussed.