T. Srikrishnan, S. An
Sep 1, 1988
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0
Influential Citations
5
Citations
Journal
Journal of Carbohydrate Chemistry
Abstract
Abstract 1, 3, 4, 6-Tetra-O-acetyl-2-deoxy-2-fluoro-β-D-galactopyranoside is a key intermediate in the synthesis of phenyl-2-fluoro-2-deoxy-α-D-galactopyranoside which is used in the studies of the inhibitoty activities of α-2-L-fucosyl transferase. Crystals of the title compound (C14H1909F) are triclinic, space group P1, with cell dimensions a=7.679(1), b=9.933(1), c=11.458(2)A0, α=89.31(1), β=72.83(1), γ=86.49(1)°, V=833.5a3, Z=2 (two independent molecules in the unit cell), F.W. 351.3, Dobs = 1.39 g/c.c, Dcalc = 1.401 g/c.c, CAD-4 diffractometer data (3533 reflections, 2483 > 3ρ) and final R = 0.048. The sugars of both the independent molecules have chair conformations with C(3) and 0(1) deviating by 0.64 and-0.66A in one molecule and C(2) and C(5) deviating by 0.70 and-0.69A in the other molecule from the best plane involving the other four atoms of the pyranose ring. The conformation across C(5)-C(6) is gauche-trans in both molecules. The acetyl groups take up the preferred trans conformation across ...