Stereoselective Synthesis of Carbon-Carbon-Linked Deoxy Disaccharides

Abstract

Both C(4)-C(5)-linked furanodeoxy pyranosides and C(5)-C(6)-linked pyranodeoxy pyranosides were synthesized, from d-glucose and d-galactose, respectively. The monosaccharides impart the chirality to the newly constructed deoxy saccharides.

Key words

deoxy disaccharides - chirons - glucofuranoside - dihydroxylation - galactopyranoside

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1x

Current address: The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.

13

The energy minimization was carried out using Sybyl 6.8 with default Tripose force field parameters. Minimization was done first with steepest descent followed by conjugate gradient methods for a maximum of 2000 iteration each or RMS deviation of 0.005 kcal/mole whichever was earlier.