HYDROGENOLYSIS OF CARBOHYDRATES: IX. FORMATION OF 2,6-ANHYDRO-β-D-FRUCTOFURANOSE AND ETHYL α- AND β-D-FRUCTOFURANOSIDE FROM SUCROSE
- 1 November 1960
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 38 (11) , 2178-2186
- https://doi.org/10.1139/v60-295
Abstract
A compound formed during the hydrogenolysis of sucrose in ethanol or dioxane at 180 °C, in the presence of copper chromium oxide catalyst, has been characterized as 2,6-anhydro-β-D-fructofuranose (2,5-anhydro-α-D-fructopyranose), a new type of anhydro-ketose. Ethyl α- and β-D-fructofuranosides are also produced when the hydrogenolysis reaction is carried out in ethanol, and various derivatives of these anomeric ketosides have been prepared.Keywords
This publication has 18 references indexed in Scilit:
- Glycol Fission in Rigid Systems. I. The Camphane-2,3-diols1Journal of the American Chemical Society, 1959
- 3,6-Anhydro-α-D-galactopyranosyl 1,4;3,6-Dianhydro-β-D-fructoside. A Chemical Proof of the Configuration at the Anomeric Center of the Fructose Moiety of Sucrose1Journal of the American Chemical Society, 1958
- 1,5-Anhydro-β-D-ribofuranose and the “Monoacetone Anhydroriboses” of Levene and StillerJournal of the American Chemical Society, 1957
- Hydrogenolysis of Methyl β-L-Arabopyranoside to 3,4-Dihydroxytetrahydro-2-pyrans1Journal of the American Chemical Society, 1956
- REACTION OF ALDOSES AND KETOSES WITH LEAD TETRAACETATECanadian Journal of Chemistry, 1956
- Chromatographic Separation of Sugars on Charcoal1Journal of the American Chemical Society, 1950
- The Analysis of Gamma-Methylfructoside Mixtures by Means of Invertase. IV. Behavior of Sucrose in Methyl Alcohol Containing Hydrogen Chloride1Journal of the American Chemical Society, 1934
- The Analysis of Gamma-Methylfructoside Mixtures by Means of Invertase. III. Behavior of Crystalline Gamma-Methylfructoside in Methyl Alcohol Containing Hydrogen Chloride1Journal of the American Chemical Society, 1934
- Reactions of Carbohydrates in Liquid Ammonia: Preliminary PaperJournal of the American Chemical Society, 1934
- Hydrogenolysis of SugarsJournal of the American Chemical Society, 1933