JOURNAL ARTICLE

Methyl 4-O-benzyl-α-L-rhamnopyranoside

Robert PendrillLars ErikssonGöran Widmalm

Year: 2014 Journal:   Acta Crystallographica Section E Structure Reports Online Vol: 70 (5)Pages: o561-o562   Publisher: International Union of Crystallography

Abstract

In the title compound, C 14 H 20 O 5 , an intermediate in the synthesis of oligosaccharides, the glycosidic [H—C—O—C(H 3 )] torsion angle φ H is 52.3° and the exo -cyclic [H—C—O—C(H 2 )] torsion angle θ H is −11.7°. The hexapyranose ring has a chair conformation. In the crystal, molecules are linked by O—H...O hydrogen bonds, forming chains propagating along [010]. Enclosed within the chains are R 3 3 (12) ring motifs involving three molecules. The chains are linked via C—H...π interactions, forming a three-dimensional network.

Keywords:
Molecule Dihedral angle Chemistry Hydrogen bond Glycosidic bond Stereochemistry Crystallography Ring (chemistry) Crystal structure Torsion (gastropod)

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15
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0.55
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Citation History

Topics

Carbohydrate Chemistry and Synthesis
Physical Sciences →  Chemistry →  Organic Chemistry
Glycosylation and Glycoproteins Research
Life Sciences →  Biochemistry, Genetics and Molecular Biology →  Molecular Biology
Polysaccharides and Plant Cell Walls
Life Sciences →  Agricultural and Biological Sciences →  Plant Science

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