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1H NMR study on intramolecular hydrogen bonding in 2,3-O-isopropylidene-D-ribofuranosides and their 5(4)-hydroxy derivatives

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Abstract

1H NMR study showed the possibility for intramolecular hydrogen bonding in 5(4)-hydroxy derivatives of 2,3-O-isopropylidene-β-D-ribofuranose in CDCl3. The obtained data were used to interpret differences in the 1H NMR spectra of structurally related 5-halo-2,3-O-isopropylidene-D-ribofuranosides and four newly synthesized diastereoisomeric 5-bromo-5-deoxy-4-hydroxy-2,3-O-isopropylidene-D-ribofuranosides.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Ufa Research Center, Russian Academy of Sciences, pr. Oktyabrya 71, Ufa, 450054, Bashkortostan, Russia

    O. V. Shitikova, N. A. Ivanova, Z. R. Valiullina, M. S. Miftakhov & L. V. Spirikhin

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  1. O. V. Shitikova
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  2. N. A. Ivanova
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  3. Z. R. Valiullina
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  4. M. S. Miftakhov
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  5. L. V. Spirikhin
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Original Russian Text © O.V. Shitikova, N.A. Ivanova, Z.R. Valiullina, M.S. Miftakhov, L.V. Spirikhin, 2007, published in Zhurnal Organicheskoi Khimii, 2007, Vol. 43, No. 6, pp. 817–821.

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Shitikova, O.V., Ivanova, N.A., Valiullina, Z.R. et al. 1H NMR study on intramolecular hydrogen bonding in 2,3-O-isopropylidene-D-ribofuranosides and their 5(4)-hydroxy derivatives. Russ J Org Chem 43, 812–816 (2007). https://doi.org/10.1134/S1070428007060036

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  • DOI: https://doi.org/10.1134/S1070428007060036

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