Preparation of 4′-amino hexopyranose nucleosides from keto nucleosides. An approach to amino nucleoside antibiotics
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 5,p. 1219-1226
- https://doi.org/10.1039/p19880001219
Abstract
Amino hexopyranose nucleosides were prepared by treatment of the keto group with hydroxylamine hydrochloride followed by acetylation of the resulting oxime. Among other reagents, sodium borohydride–nickel chloride or sodium borohydride–molybdenum(VI) oxide were found to be excellent reductive systems for the facile synthesis of amino hexopyranose nucleosides.This publication has 5 references indexed in Scilit:
- Relationship between the structure and cytotoxic activity of new unsaturated ketonucleosides tested on eight cell linesEuropean Journal of Medicinal Chemistry, 1987
- Synthesis of spiroepoxynucleosidesJournal of the Chemical Society, Perkin Transactions 1, 1986
- Disaccharide-derived 2-oxo- and 2-oximinoglycosyl bromides: novel, conveniently accessible building blocks for the expedient construction of oligosaccharides with .alpha.-D-glucosamine, .beta.-D-mannose, and .beta.-D-mannosamine as constituent sugarsThe Journal of Organic Chemistry, 1985
- Improved spectral resolution in COSY 1H NMR spectra of proteins via double quantum filteringBiochemical and Biophysical Research Communications, 1983
- Studies on the biosynthesis of blasticidin S. V. Isolation and structure of pentopyranic acid.The Journal of Antibiotics, 1976