Methyl 2-O-β-D-glucopyranosyl-α-L-rhamnopyranoside

被引:2
|
作者
Eriksson, L [1 ]
Stenutz, R
Widmalm, G
机构
[1] Stockholm Univ, Div Struct Chem, SE-10691 Stockholm, Sweden
[2] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
关键词
D O I
10.1107/S0108270102005905
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The overall conformation of the title compound, C13H24O10, is described by the glycosidic torsion angles φH (H1g-C1g-O2r-C2r) and ψH (C1g-O2r-C2r-H2r), which have values of 13.6 and 16.1°, respectively. The former is significantly different from the value predicted by consideration of the exo-anomeric effect (φH ∼ 60°) and from that in solution (φH ∼ 50°), as determined previously by NMR spectroscopy. An intramolecular O3r-H⋯O2g hydrogen bond may help to stabilize the conformation in the solid state. The orientation of the hydroxymethyl group of the glucose residue is gauche-gauche, with a torsion angle ω (O5g-C5g-C6g-O6g) of -70.4 (4)°. Both pyranose rings are in their expected chair conformations, i.e. 4C1 for D-glucose and 1C4 for L-rhamnose.
引用
收藏
页码:O328 / O329
页数:2
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