33557-29-8Relevant academic research and scientific papers
THE SYNTHESIS AND HYDROLYSIS OF A SERIES OF DEOXYFLUORO-D-GLUCOPYRANOSYL PHOSPHATES
Withers, Stephen G.,MacLennan, David J.,Street, Ian P.
, p. 127 - 144 (2007/10/02)
The synthesis of all four deoxyfluoro-α-D-glucopyranosyl phosphates is described.Rate conctants for their acid-catalyzed hydrolysis were determined, and fluorine substitution was shown to have a significant effect in lowering the rate, particularly when t
Synthesis of Deoxyhalogenosugars. Reaction of Halide Ions with 1,2,3,4-Tetra-O-acetyl-6-O--β-D-glucopyranose
Ambrose, Michael G.,Binkley, Roger W.
, p. 674 - 677 (2007/10/02)
The reaction of bromide, chloride, and iodide ions with 1,2,3,4-tetra-O-acetyl-6-O--β-D-glucopyranose under the proper conditions gives excellent yields of the corresponding deoxyhalogeno sugars.Deoxyiodo sugars form readily under all conditions studied.Difficulties with displacements by bromide and chloride are encountered but can be overcome by appropriate modification of reaction conditions.Displacement with fluoride ion is difficult and produces only a low yield of the expected fluorinated carbohydrate.
