Add time:08/31/2019         Source:sciencedirect.com

For the preparation of pure D-psicose (5a) via oxidation of 1,2:4,5-di-O-isopropylidene-β-D-fructopyranose (2a), the latter must be free from its 2,3:4,5 isomer (6a), which is oxidized to the corresponding aldosulose acetal. Pure 1,2:4,5-di-O-isopropylidene-β-D-erythro-2,3-hexodiulo-2,6-pyranose (3) undergoes stereospecific reduction with sodium borohydride to give only 1,2:4,5-di-O-isopropylidene-β-D-ribo-hexulopyranose (4a), which exists as two different crystal modifications. Compounds 3 and 4a have been characterized, and discrepancies in the literature have been explained.

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