Stereosoecific synthesis of D-Glycero-D-ido-oct-2-ulose

摘要

D-Glycero-D-gulo-heptose reacted with 2,2-dimethoxypropane to give its 2,3:6,7-di-Oisopropylidene derivative.its base-catalyzed addition to formaldehyde resulted in the formation of 2,3:6,7-di-O-isopropylidene-2-C-(hydroxymethyl)-D-glycero-D-gulo-heptofuranose.After acid hydorlysis of this aldolization product,a new branched-chain aldose,2-C-(hydroxymethyl)-D-glycero-D-gulo-heptose,was obtained,which was stereospecifically rearragne dunder the catalytic action of molybdic acid to D-glycero-D-ido-oct-2-ulose.