Wheatley, David E.; Fontenelle, Clement Q.; Kuppala, Ramakrishna; Szpera, Robert; Briggs, Edward L.; Vendeville, Jean-Baptiste; Wells, Neil J.; Light, Mark E.; Linclau, Bruno published the artcile< Synthesis and Structural Characteristics of all Mono- and Difluorinated 4,6-Dideoxy-D-xylo-hexopyranoses>, Category: alcohols-buliding-blocks, the main research area is monosaccharide crystal structure free energy human deoxygenation deoxyfluorination; crystal structure free energy deoxyxylohexopyranose glycoside preparation protecting group.
Here, we report a detailed study on the synthesis of monosaccharides in which the hydroxy groups at their 4- and 6-positions are replaced by all possible mono- and difluorinated motifs. Minimization of protecting group use was a key aim. It was found that introducing electroneg. substituents, either as protecting groups or as deoxygenation intermediates, was generally beneficial for increasing deoxyfluorination yields. A detailed structural study of this set of analogs demonstrated that dideoxygenation/fluorination at the 4,6-positions caused very little distortion both in the solid state and in aqueous solution Unexpected trends in α/β anomeric ratios were identified. Increasing fluorine content always increased the α/β ratio, with very little difference between regio- or stereoisomers, except when 4,6-difluorinated.
Journal of Organic Chemistry published new progress about Crystal structure. 492-62-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C6H12O6, Category: alcohols-buliding-blocks.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts