Collect. Czech. Chem. Commun. 1984, 49, 267-274

4-Deoxy-4-fluoro-D-fructose: Preparation and structure

Miloš Buděšínskýa, Miloslav Černýb, Jitka Doležalováb, Miloš Kulhánekc, Josef Pacákb and Milan Tadrac

a Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6
b Department of Organic Chemistry, Charles University, 128 40 Prague 2
c Research Institute for Pharmacy and Biochemistry, 130 60 Prague 10


4-Deoxy-4-fluoro-D-fructose (II) was prepared by specific hydrogenation of 3-deoxy-3-fluoro-D-mannitol (I), using the enzymatic system of Gluconobacter oxydans. Using 1H, 13C and 19F NMR spectra its structure and its existence in the pyranose conformation 2C5(D) in aqueous solution was demonstrated.