Synthesis of 1-, 6- and 1,6-derivatives of methyl D-fructofuranosides
- 1 January 1982
- journal article
- research article
- Published by CSIRO Publishing in Australian Journal of Chemistry
- Vol. 35 (5) , 1003-1018
- https://doi.org/10.1071/ch9821003
Abstract
A variety of derivatives of methyl α- and β-D-fructofuranosides modified at C1 or C6, or at C1 and C6, have been prepared in which the hydroxyl group(s) has been replaced by azido, amino, chloro, bromo, hydrogen and thiol acetate functions. These compounds were made by displacements on methyl 1,6-di-O-p-toluenesulfonyl-D-fructofuranosides, or on 2,3-O-isopropylidene-l,6-di-O-p- toluenesulfonyl-β-D-fructofuranose and subsequent glycosidation. A number of indirect methods of preparation of methyl D-fructofuranosides, mostly based on 1,3,4,6-tetra-O-benzoyl-D-fructofuranose have been investigated.Keywords
This publication has 1 reference indexed in Scilit:
- 1'-Derivatives of sucrose and their acid hydrolysisAustralian Journal of Chemistry, 1980