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Methyl 2‐O‐β‐d‐glucopyranosyl‐α‐l‐rhamnopyranoside
Authors:Lars Eriksson,Roland Stenutz,G  ran Widmalm
Affiliation:Lars Eriksson,Roland Stenutz,Göran Widmalm
Abstract:The overall conformation of the title compound, C13H24O10, is described by the glycosidic torsion angles ?H (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 (?H~ 60°) and from that in solution (?H~ 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 gauchegauche, 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.
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