53416-07-2Relevant academic research and scientific papers
Conversion of fructose into 5-hydroxymethylfurfural (HMF) and its derivatives promoted by inorganic salt in alcohol
Liu, Jitian,Tang, Yu,Wu, Kaigui,Bi, Caifeng,Cui, Qiu
experimental part, p. 20 - 24 (2012/03/22)
The conversion of d-fructose to 5-hydroxymethylfurfural (HMF) on a 1 mmol scale was achieved in good yield (68%) using NH4Cl as catalyst in isopropanol at 120 °C. About 3% of 5-i-propoxymethylfurfural was formed. The reaction in ethanol at 100 °C on a 10 g scale gave a total yield of HMF and 5-ethoxymethylfurfural of 42%. No mineral acid such as H2SO 4 and HCl are required.
Reaction of D-fructose, D-glucose and inulin with alcohols in the presence of iodine; a novel glycosidation procedure
Verhart, Cor G.J.,Fransen, Carel T.M.,Zwanenburg, Binne,Chittenden, Gordon J.F.
, p. 133 - 139 (2007/10/03)
An efficient procedure for the glycosidation of D-fructose and D-glucose catalyzed by iodine is described. The reaction yields mainly alkyl glycofuranosides. Treatment of inulin under similar conditions leads to inter-glycosidic bond cleavage and to formation of alkyl D-fructofuranosides. The reaction conditions are particularly mild and relatively selective.
FORMATION AND EQUILIBRATION OF D-FRUCTOSIDES AND 2-THIO-D-FRUCTOSIDES IN ACIDIFIED DIMETHYL SULFOXYDE: SYNTHETIC AND MECHANISTIC ASPECTS
Moody, Wayne,Richards, Geoffrey N.
, p. 201 - 214 (2007/10/02)
A kinetic study of the reaction of ketoses and ketosides under catalysis with very dilute acid to produce the ketosyl carbonium ion is reported, and the subsequent reaction of this ion with alcohol and thiol nucleophiles has been studied.The relative reactivity of D-fructoses and 2-thio-fructosides is discussed, and some tentative conclusions have been reached on the mechanism of their furanoside-pyranoside equilibration.The change in ring size in such systems probably proceeds via an anhydro-D-fructose intermediate, rather than an acyclic intermediate.The synthetic applications of the system have been explored, and it has been shown that both D-fructosides and 2-thio-D-fructosides may be synthesized in good yield.The D-fructofuranosides are best obtained from sucrose as the starting material, whereas the pyranosides are obtained from any readily available D-fructopyranoside (e.g., methyl β) by use of the desired alcohol or thiol, only the β anomers being obtained.Three new 2-thio-D-fructosides are reported.
A specific inhibitor of IgE-antibody formation: n-Pentyl β-D-fructopyranoside
Haraguchi,Yagi,Koda,Inagaki,Noda,Nishioka
, p. 1495 - 1499 (2007/10/02)
n-Pentyl β-D-fructopyranoside significantly suppresses IgE-antibody formation in rats and mice when orally administered, while no formation of hemagglutinin was observed. This is the first compound that is novel in structure and which exhibits a selective inhibition of IgE-antibody formation.
