125239-02-3Relevant academic research and scientific papers
Increased glycosidic bond stabilities in 4-C-hydroxymethyl linked disaccharides
Daskhan, Gour Chand,Jayaraman, Narayanaswamy
experimental part, p. 2394 - 2400 (2011/12/02)
Three new hydroxymethyl-linked non-natural disaccharide analogues, containing an additional methylene group in between the glycosidic linkage, were synthesized by utilizing 4-C-hydroxymethyl-α-D-glucopyranoside as the glycosyl donor. A kinetic study was u
Synthesis of Carbon-Bridged C-Lactose and Derivatives
Dietrich, Hansjoerg,Schmidt, Richard R.
, p. 975 - 982 (2007/10/02)
4-C-Formylglucopyranoside 9 was readily obtained from 4-O-unprotected glucose derivative 4 in four steps, each step giving a high product yield.Reaction with 1-C-lithiated 2-phenylsulfinyl-D-galactal 10 as nucleophile furnished C-disaccharide intermediate
Spiroketal Synthesis. - A Case of Intramolecular Glycoside Bond Formation
Preuss, Rainer,Jung, Karl-Heinz,Schmidt, Richard R.
, p. 377 - 382 (2007/10/02)
From 4-O-unsubstituted glucose derivatives 1a, b the 4-hydroxymethyl-substituted glucose derivatives 9a, b were obtained via oxidation to the ketone, Wittig reaction with methylenetriphenylphosphorane, borane addition, and subsequent oxidation to yield th
SYNTHESIS OF CARBON BRIDGED C-DISACCHARIDES
Schmidt, Richard R.,Preuss, Rainer
, p. 3409 - 3412 (2007/10/02)
Direct lithiation of the readily available 2-phenylsulfinyl-D-glucal 2 provides the 1-C-lithiated species 2A furnishing with 4-deoxy-4-formyl-D-glucose derivative 7 in a diastereocontrolled reaction the C-disaccharide intermediate 8.This compound is trans
