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X-ray crystal and molecular structure of 2,3-dideoxy-4-thio-d-arabino-heptonic acid 1,4-lactone: a key intermediate for syntheses of 2′, 3′-dideoxy-4′-thio-l-nucleosides

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Abstract

The structure of 2,3-dideoxy-4-thio-d-arabino-heptonic acid 1,4-lactone has been determined by X-ray diffraction. Crystals of the compound are orthorhombic, space groupP212121, with cell dimensionsa=11.555(5),b=10.451(5),c=9.604(5) Å, andZ=4. The diffraction experiment has allowed to assign the absolute configuration (4R, 5R, 6R) to the chiral centers of the molecule.

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Correspondence to Giovanna Gasparri Fava.

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Fava, G.G., Ferrari, M.B., Pelosi, G. et al. X-ray crystal and molecular structure of 2,3-dideoxy-4-thio-d-arabino-heptonic acid 1,4-lactone: a key intermediate for syntheses of 2′, 3′-dideoxy-4′-thio-l-nucleosides. J Chem Crystallogr 26, 509–513 (1996). https://doi.org/10.1007/BF01668313

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Key Words

  • 2,3-Dideoxy-4-thio-d-arabino-heptonic acid 1,4-lactone
  • diastereoselective synthesis
  • thiofuranose
  • structure of C10H16O4S