Synthesis of Methyl 3-Amino-3,4-Dideoxy-α and ß-D-Xylo-Hexopyranosides
- 1 January 1990
- journal article
- research article
- Published by Taylor & Francis in Journal of Carbohydrate Chemistry
- Vol. 9 (6) , 853-861
- https://doi.org/10.1080/07328309008543879
Abstract
3-Azido-3-deoxy-D-glucose was used as starting material for the syntheses of methyl 3-amino-3,4-dideoxy- ß and α-D-xylo-hexopyranoside 9 and 15 and methyl 3-amino-4-chloro-3,4-dideoxy- ß and α-D-galactopyranoside 11 and 17. The ß-D-anomers 9 and 11 were stereoselectively obtained using Koenigs-Knorr conditions for the glycosidation step with the bromo derivative 3 as intermediate.This publication has 4 references indexed in Scilit:
- Rationale for the synthesis and preliminary biological evaluation of highly active new antitumor nitrosoureido sugarsJournal of Medicinal Chemistry, 1989
- Synthesen einiger β‐DesosaminglycosideEuropean Journal of Organic Chemistry, 1981
- 398. 2,3,4,6-Tetra-O-benzyl-D-glucosyl chloride and its use in the synthesis of the α- and β-anomers of 2-O-D-glucosylglycerol and 4-O-D-glucosyl-D-ribitolJournal of the Chemical Society, 1964
- Erythromycin. I. Properties and Degradation Studies1Journal of the American Chemical Society, 1954