Methyl 2‐O‐β‐d‐glucopyranosyl‐α‐l‐rhamnopyranoside |
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Authors: | Lars Eriksson,Roland Stenutz,G ran Widmalm |
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Affiliation: | Lars Eriksson,Roland Stenutz,Göran Widmalm |
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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 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. |
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