Crossref Cited-by Linking logo

Collect. Czech. Chem. Commun. 1972, 37, 2589-2599
https://doi.org/10.1135/cccc19722589

Syntheses with anhydro sugars. XI. Preparation of 2-deoxy-2-fluoro-D-glucose and 2,4-dideoxy-2,4-difluoro-D-glucose

J. Pacák, J. Podešva, Z. Točík and M. Černý

Crossref Cited-by Linking

  • Remete Attila Márió, Kiss Loránd: Synthesis of Fluorine-Containing Molecular Entities Through Fluoride Ring Opening of Oxiranes and Aziridines. Eur. J. Org. Chem. 2019, 2019, 5574. <https://doi.org/10.1002/ejoc.201900981>
  • Quiquempoix Lucas, Wang Zhong, Graton Jérôme, Latchem Peter G., Light Mark, Le Questel Jean-Yves, Linclau Bruno: Synthesis of 2,3,4-Trideoxy-2,3,4-trifluoroglucose. J. Org. Chem. 2019, 84, 5899. <https://doi.org/10.1021/acs.joc.9b00310>
  • St-Gelais Jacob, Bouchard Megan, Denavit Vincent, Giguère Denis: Synthesis and Lipophilicity of Trifluorinated Analogues of Glucose. J. Org. Chem. 2019, 84, 8509. <https://doi.org/10.1021/acs.joc.9b00795>
  • Quiquempoix Lucas, Bogdan Elena, Wells Neil, Le Questel Jean-Yves, Graton Jérôme, Linclau Bruno: A Study of Intramolecular Hydrogen Bonding in Levoglucosan Derivatives. Molecules 2017, 22, 518. <https://doi.org/10.3390/molecules22040518>
  • Mtashobya Lewis, Quiquempoix Lucas, Linclau Bruno: The synthesis of mono- and difluorinated 2,3-dideoxy-d-glucopyranoses. Journal of Fluorine Chemistry 2015, 171, 92. <https://doi.org/10.1016/j.jfluchem.2014.08.023>
  • Viuff Agnete H., Hansen Jacob C., Christiansen Anja B., Jensen Henrik H.: Synthesis of a Dual-Purpose 2-Deoxy-2-fluoro-glucopyranosyl Building Block. Synthetic Communications 2013, 43, 1557. <https://doi.org/10.1080/00397911.2011.648001>
  • Karban Jindřich, Císařová Ivana, Strašák Tomáš, Šťastná Lucie Červenková, Sýkora Jan: Skeletal rearrangements resulting from reactions of 1,6:2,3- and 1,6:3,4-dianhydro-β-d-hexopyranoses with diethylaminosulphur trifluoride. Org. Biomol. Chem. 2012, 10, 394. <https://doi.org/10.1039/C1OB06336G>
  • Bresciani Stefano, Lebl Tomas, Slawin Alexandra M. Z., O'Hagan David: Fluorosugars: synthesis of the 2,3,4-trideoxy-2,3,4-trifluoro hexose analogues of d-glucose and d-altrose and assessment of their erythrocyte transmembrane transport. Chem. Commun. 2010, 46, 5434. <https://doi.org/10.1039/c0cc01128b>
  • Markina N. A., Voznyi Ya. V.: A short synthesis of 4-deoxy-4-fluoroglucosaminides: Methylumbelliferyl N-acetyl-4-deoxy-4-fluoro-β-D-glucosaminide. Russ J Bioorg Chem 2008, 34, 475. <https://doi.org/10.1134/S1068162008040122>
  • Beuthien-Baumann Bettina, Hamacher Kurt, Oberdorfer Franz, Steinbach Jörg: Preparation of fluorine-18 labelled sugars and derivatives and their application as tracer for positron-emission-tomography. Carbohydrate Research 2000, 327, 107. <https://doi.org/10.1016/S0008-6215(00)00030-6>
  • Ogawa Seiichiro, Aso Daisuke: Chemical modification of the sugar moiety of methyl acarviosin: synthesis and inhibitory activity of eight analogues containing a 1,6-anhydro bridge. Carbohydrate Research 1993, 250, 177. <https://doi.org/10.1016/0008-6215(93)84164-2>
  • Kováč Pavol: A short synthesis of 2-deoxy-2-fluoro-d-glucose. Carbohydrate Research 1986, 153, 168. <https://doi.org/10.1016/S0008-6215(00)90209-X>
  • Shiue Chyng-Yann, Fowler Joanna S., Wolf Alfred P., Alexoff David, Macgregor Robert R.: Gas-liquid chromatographic determination of relative amounts of 2-deoxy-2-flouro-D-glucose and 2-deoxy-2-fluoro-D-mannose synthesized from various methods. J Label Compd Radiopharm 1985, 22, 503. <https://doi.org/10.1002/jlcr.2580220511>
  • Van Rijn Cornelis J.S., Herscheid Jacobus D.M., Visser Gerard W.M., Hoekstra Arend: On the stereoselectivity of the reaction of [18F]acetylhypofluorite with glucals. The International Journal of Applied Radiation and Isotopes 1985, 36, 111. <https://doi.org/10.1016/0020-708X(85)90224-8>
  • Shiue Chyng-Yann, K.-C., Wolf Alfred P.: A rapid synthesis of 2-deoxy-2-fluoro-d-glucose from xenon difluoride suitable for labelling with 18F. J Label Compd Radiopharm 1983, 20, 157. <https://doi.org/10.1002/jlcr.2580200202>
  • Ogawa Tomoya, Takahashi Yukio: Synthesis of and Glycosidation by 2-Deoxy-2-Fluoro-D-Mannopyranose. Journal of Carbohydrate Chemistry 1983, 2, 461. <https://doi.org/10.1080/07328308308057893>
  • Korytnyk W., Valentekovic-Horvat S.: Reactions of glycals with xenon fluoride: an improved synthesis of 2-deoxy-2-fluorosaccharides. Tetrahedron Letters 1980, 21, 1493. <https://doi.org/10.1016/S0040-4039(00)92755-2>
  • Ido T., Wan C-N., Casella V., Fowler J. S., Wolf A. P., Reivich M., Kuhl D. E.: Labeled 2-deoxy-D-glucose analogs. 18F-labeled 2-deoxy-2-fluoro-D-glucose, 2-deoxy-2-fluoro-D-mannose and 14C-2-deoxy-2-fluoro-D-glucose. J Label Compd Radiopharm 1978, 14, 175. <https://doi.org/10.1002/jlcr.2580140204>
  • Kulhánek M., Tadra M., Pacák J., Trejbalová H., Černý M.: 5-deoxy-5-fluoro-L-sorbose originating from 2-deoxy-2-fluoro-D-glucitol by fermentation withAcetomonas oxydans. Folia Microbiol 1977, 22, 295. <https://doi.org/10.1007/BF02877659>
  • Stanĕk Jan, Chuchvalec Pavel, C̆apek Karel, Kefurt Karel, Jarý Jir̆i: Relative Reactivity of two hydroxyl groups in acylation and alkylation reactions of saccharides; a kinetic approach leading to the evaluation of all ratios of rate-constants. Carbohydrate Research 1974, 36, 273. <https://doi.org/10.1016/S0008-6215(00)83048-7>
  • PACAK J., PODESVA J., TOCIK Z., CERNY M.: ChemInform Abstract: SYNTH. MIT ANHYDROZUCKERN 11. MITT. DARST. VON 2-DESOXY-2-FLUOR-D-GLUCOSE UND 2,4-DIDESOXY-2,4-DIFLUOR-D-GLUCOSE. Chemischer Informationsdienst 1972, 3, no. <https://doi.org/10.1002/chin.197246413>