Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2014 Apr 16;70(Pt 5):o561-2.
doi: 10.1107/S1600536814007922. eCollection 2014 May 1.

Methyl 4-O-benzyl-α-l-rhamno-pyrano-side

Affiliations

Methyl 4-O-benzyl-α-l-rhamno-pyrano-side

Robert Pendrill et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

In the title compound, C14H20O5, an inter-mediate in the synthesis of oligosaccharides, the glycosidic [H-C-O-C(H3)] torsion angle ϕH is 52.3° and the exo-cyclic [H-C-O-C(H2)] torsion angle θH is -11.7°. The hexa-pyran-ose ring has a chair conformation. In the crystal, mol-ecules 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 mol-ecules. The chains are linked via C-H⋯π inter-actions, forming a three-dimensional network.

PubMed Disclaimer

Figures

Fig. 1.
Fig. 1.
The molecular structure of the title molecule with atom labelling. Displacement ellipsoids are drawn at the 50% probability level. The long-range heteronuclear NMR coupling constant was measured beteen nuclei H4 (blue) and C40 (graphite).
Fig. 2.
Fig. 2.
A partial view along the b axis of the crystal packing of the title compound. Hydrogen bonds are shown as dashed lines (see Table 1 for details).

Similar articles

References

    1. Allen, F. H., Johnson, O., Shields, G. P., Smith, B. R. & Towler, M. (2004). J. Appl. Cryst. 37, 335–338.
    1. Anderson, J. E. & Ijeh, A. I. (1994). J. Chem. Soc. Perkin Trans. 2, pp. 1965–1967.
    1. Ansaruzzaman, M., Albert, M. J., Holme, T., Jansson, P.-E., Rahman, M. M. & Widmalm, G. (1996). Eur. J. Biochem. 237, 786–791. - PubMed
    1. Brandenburg, K. (2001). DIAMOND Crystal Impact GbR, Germany.
    1. Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354–1358.