Collect. Czech. Chem. Commun. 2000, 65, 1737-1744
https://doi.org/10.1135/cccc20001737

Synthesis of Unsaturated Sulfur-Linked (1→4)-Disaccharides by Substitution of Tosyloxy Group in 1,6-Anhydro-3,4-dideoxy-2-O-tosyl-β-D-erythro-hex-3-enopyranose with 1-Thiohexopyranoses

Petr Bartoš, Miloslav Černý*, Iva Tišlerová and Tomáš Trnka

Department of Organic Chemistry, Charles University, 128 40 Prague 2, Czech Republic

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Other CCCC articles of these authors

  • Pavel Vepřek, Kateřina Knytlová, Miroslav Ledvina, Tomáš Trnka and Jan Ježek
    The preparation of multivalent peptide and glycopeptide dendrimers bearing Tn tumour antigens
    Symposium Series 2001, Vol. 4, pp. 17–19 [Abstract]
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  • Martina Džoganová, Miloslav Černý, Miloš Buděšínský*, Martin Dračínský and Tomáš Trnka
    Epoxide Migration and Pseudo-Epoxide Migration of 1,6:2,3- and 1,6:3,4-Dianhydro-β-D-hexopyranoses. Synthesis of Some Deoxy Halo Derivatives of 1,6-Anhydro-β-D-hexopyranoses
    2006, Vol. 71, Issue 10, pp. 1497–1515 [Abstract]
  • Iva Tišlerová*, Václav Richtr and Jiří Klinot
    Conformation Study of A-Ring in 19β,28-Epoxy-2-fluoro-18α-oleananes
    2006, Vol. 71, Issue 3, pp. 368–386 [Abstract]
  • Miloš Buděšínský*, Jana Poláková, Michaela Hamerníková, Ivana Císařová, Tomáš Trnka and Miloslav Černý
    1,6-Anhydro-1-thio-β-D-glucopyranose (Thiolevoglucosan) and the Corresponding Sulfoxides and Sulfone
    2006, Vol. 71, Issue 3, pp. 311–336 [Abstract]
  • Miroslav Kvasnica, Iva Tišlerová, Jan Šarek*, Jan Sejbal and Ivana Císařová
    Preparation of New Oxidized 18-α-Oleanane Derivatives
    2005, Vol. 70, Issue 9, pp. 1447–1464 [Abstract]
  • Tomáš Trtek, Miloslav Černý, Miloš Buděšínský*, Tomáš Trnka and Ivana Císařová
    Synthesis of 1,6-Anhydro-β-D-hexopyranoses Fused to the Piperidine Ring
    2005, Vol. 70, Issue 9, pp. 1429–1446 [Abstract]
  • Tomáš Trtek, Miloslav Černý, Miloš Buděšínský*, Tomáš Trnka and Ivana Císařová
    New Heterocyclic Derivatives of 2-Amino-1,6-anhydro-2-deoxy-β-D-glucopyranose Containing 1,4-Oxazepane or Azepane Ring
    2005, Vol. 70, Issue 4, pp. 466–478 [Abstract]
  • Jan Veselý, Miroslav Ledvina*, Jindřich Jindřich, Tomáš Trnka and David Šaman
    Synthesis of 2-Amino-2-deoxy-β-D-galactopyranosyl-(1→4)-2-amino-2-deoxy-β-D-galactopyranosides: Using Various 2-Deoxy-2-phthalimido-D-galactopyranosyl Donors and Acceptors
    2004, Vol. 69, Issue 10, pp. 1914–1938 [Abstract]
  • Tomáš Trtek, Miloslav Černý, Tomáš Trnka, Miloš Buděšínský* and Ivana Císařová
    Synthesis of Some 1,4-Oxazepanes Fused with 1,6-Anhydro-β-D-hexopyranoses. 3,11,13-Trioxa-7-azatricyclo[8.2.1.02,8]tridecane Derivatives
    2004, Vol. 69, Issue 9, pp. 1818–1828 [Abstract]
  • Karel Zelenka, Tomáš Trnka, Iva Tišlerová, Vladimír Král, Mykhaylo Dukh and Pavel Drašar*
    Synthesis of Porphyrin Receptors Modified by Glycosylated Steroids
    2004, Vol. 69, Issue 5, pp. 1149–1160 [Abstract]
  • Tomáš Trtek*, Miloslav Černý, Tomáš Trnka, Miloš Buděšínský and Ivana Císařová
    Synthesis of Tricycles Based on 1,6-Anhydro-β-D-hexopyranoses Fused with Morpholine. 3,10,12-Trioxa-6-azatricyclo[7.2.1.02,7]dodecanes
    2003, Vol. 68, Issue 7, pp. 1295–1308 [Abstract]
  • Jan Veselý, Miroslav Ledvina*, Jindřich Jindřich, David Šaman and Tomáš Trnka
    Improved Synthesis of 1,2-trans-Acetates and 1,2-trans Ethyl 1-Thioglycosides Derived from 3,4,6-Tri-O-acetyl-2-deoxy-2-phthalimido-D-hexopyranosides
    2003, Vol. 68, Issue 7, pp. 1264–1274 [Abstract]
  • Iva Tišlerová*, Eva Klinotová, Jiří Klinot, Jan Sejbal, Martin Rejzek and Stanislav Hilgard
    Preparation of E-Secolupane Acids and Lactones
    2003, Vol. 68, Issue 4, pp. 751–778 [Abstract]
  • Jiří Kroutil*, Jindřich Karban, Tomáš Trnka, Miloš Buděšínský and Miloslav Černý
    Preparation of O-, S- and N-Benzyl Derivatives of 1,6-Anhydro-β-D-hexopyranoses via Aziridine Ring Opening
    2002, Vol. 67, Issue 12, pp. 1805–1819 [Abstract]
  • Jindřich Karban*, Miloš Buděšínský, Miloslav Černý and Tomáš Trnka
    Synthesis and NMR Spectra of 1,6-Anhydro-2,3-dideoxy-2,3-epimino- and 1,6-Anhydro-3,4-dideoxy-3,4-epimino-β-D-hexopyranoses
    2001, Vol. 66, Issue 5, pp. 799–819 [Abstract]
  • Jan Sejbal*, Martina Homolová, Iva Tišlerová and Václav Křeček
    Preparation and Conformational Analysis of 1,2-Seco Derivatives of 19β,28-Epoxy-18α-oleanane
    2000, Vol. 65, Issue 8, pp. 1339–1356 [Abstract]
  • Jiří Kroutil, Tomáš Trnka, Miloš Buděšínský and Miloslav Černý
    Preparation of 2,3-Dideoxy-2,3-epimino and 3,4-Dideoxy-3,4-epimino Derivatives of 1,6-Anhydro-β-D-hexopyranoses by Mitsunobu Reaction
    1998, Vol. 63, Issue 6, pp. 813–825 [Abstract]
  • Miroslav Ledvina, Daniel Zyka, Jan Ježek, Tomáš Trnka and David Šaman
    New Effective Synthesis of (N-Acetyl- and N-Stearoyl-2-amino-2-deoxy-β-D-glucopyranosyl)-(1→4)-N-acetylnormuramoyl-L-2-aminobutanoyl-D-isoglutamine, Analogs of GMDP with Immunopotentiating Activity
    1998, Vol. 63, Issue 4, pp. 577–589 [Abstract]
  • Miloslav Černý, Tomáš Trnka and Miloš Buděšínský
    Preparation and Reactions of 2-Chloroethyl 1-Thio-β-D-glycopyranosides Derived from D-Galactose, D-Glucose, and 2-Acetamido-2-deoxy-D-glucose
    1996, Vol. 61, Issue 10, pp. 1489–1500 [Abstract]
  • Miloš Buděšínský, Miloslav Černý, Ivan Černý, Stanislav Sámek and Tomáš Trnka
    Preparation of β-D-Glucopyranosyl Derivatives of 1,6:2,3- and 1,6:3,4-Dianhydro-β-D-hexopyranoses and Their 1H and 13C NMR Spectra
    1995, Vol. 60, Issue 2, pp. 311–323 [Abstract]
  • Jindřich Jindřich, Miloslav Černý, Tomáš Trnka and Miloš Buděšínský
    The synthesis of 4-O-oligoethylene glycol derivatives of 1,6-anhydro-β-D-glucopyranose and crown-ethers formed by their intramolecular cyclization
    1991, Vol. 56, Issue 12, pp. 2950–2963 [Abstract]
  • Jiří Novotný, Jaroslav Podlaha and Miloslav Černý
    Crystal structure of 1,6-anhydro-1(6)-thio-β-D-glucopyranose S-oxide
    1991, Vol. 56, Issue 10, pp. 2169–2174 [Abstract]
  • Marcela Krečmerová, Miloslav Černý, Miloš Buděšínský and Antonín Holý
    Utilization of 1,6-anhydrohexoses for the preparation of some aliphatic adenosine analogs
    1989, Vol. 54, Issue 10, pp. 2753–2766 [Abstract]
  • Stanislav Sámek, Tomáš Trnka and Miloslav Černý
    Reactivity of hydroxyl groups of 1,6 : 2,3- and 1,6 : 3,4-dianhydrido-β-D-hexapyranoses in methylation with iodomethane
    1988, Vol. 53, Issue 3, pp. 633–637 [Abstract]
  • Stanislav Sekretár, Jan Kopecký and Miloslav Černý
    Photosensitized [2 + 2]-cycloaddition of 3-acetyl-2[3H]-oxazolone to maleic anhydride, dimethylmaleic anhydride, and 1,6-anhydro-4-O-benzyl-2,3-dideoxy-β-D-erythro-2-hexenopyranose
    1986, Vol. 51, Issue 4, pp. 899–902 [Abstract]
  • Tomáš Elbert and Miloslav Černý
    Reaction of 1,6-anhydro-4-O-benzyl-2-deoxy-2-isothiocyanato-β-D-glucopyranose; Preparation of 2-amino-1,6-anhydro-2,3-dideoxy-2,3-dideoxy-β-D-ribo-hexopyranose
    1985, Vol. 50, Issue 9, pp. 2000–2009 [Abstract]
  • Ivan Černý, Tomáš Trnka and Miloslav Černý
    Azido derivatives of 1,6-anhydro-β-D-hexopyranoses corresponding to 3-deoxy- and 4-deoxy-D-glucosamine
    1984, Vol. 49, Issue 2, pp. 433–443 [Abstract]
  • Miloš Buděšínský, Miloslav Černý, Jitka Doležalová, Miloš Kulhánek, Josef Pacák and Milan Tadra
    4-Deoxy-4-fluoro-D-fructose: Preparation and structure
    1984, Vol. 49, Issue 1, pp. 267–274 [Abstract]
  • Miloslav Černý, Jitka Doležalová, Jindra Mácová, Josef Pacák, Tomáš Trnka and Miloš Buděšínský
    Preparation of 3-deoxy-3-fluoro-D-mannose and corresponding hexitol
    1983, Vol. 48, Issue 9, pp. 2693–2700 [Abstract]
  • Jan Schraml, Jaroslav Včelák, Miloslav Černý and Václav Chvalovský
    29Si NMR chemical shifts in pertrimethylsilylated 1,6-anhydro-β-D-glucopyranose derivatives. Empirical assignment from Hammett type dependence of the chemical shifts
    1983, Vol. 48, Issue 9, pp. 2503–2508 [Abstract]
  • Ivan Černý, Tomáš Trnka and Miloslav Černý
    Preparation of 2-amino-2,4-dideoxy-D-lyxo-hexopyranose (4-deoxy-D-mannosamine) from 1,6-anhydro-β-D-glucopyranose
    1983, Vol. 48, Issue 8, pp. 2386–2394 [Abstract]
  • Jitka Doležalová, Tomáš Trnka and Miloslav Černý
    Preparation of 1,6:3,4-dianhydro-β-D-altropyranose as starting substance for the synthesis of 3-substituted D-mannose derivatives
    1982, Vol. 47, Issue 9, pp. 2415–2422 [Abstract]
  • František Tureček, Tomáš Trnka and Miloslav Černý
    Fragmentation of isomeric dideoxy derivatives of 1,6-anhydro-β-D-hexopyranoses under electron impact
    1981, Vol. 46, Issue 10, pp. 2390–2403 [Abstract]
  • Miloslav Černý, Hana Večerková, Ivan Černý and Josef Pacák
    Preparation of 2-amino-1,6-anhydro-2-deoxy-β-D-mannopyranose by intramolecular substitution of the tosyloxy group in sterically hindered position of 1,6-anhydro-2-O-p-tolylsulfonyl-β-D-glucopyranose
    1980, Vol. 45, Issue 6, pp. 1837–1844 [Abstract]
  • Miloš Buděšínský, Miloslav Černý, Tomáš Trnka and Soňa Vašíčková
    1H NMR spectra and the conformation of 1,6 : 2,3- and 1,6 : 3,4-dianhydro-β-D-hexopyranoses and their derivatives
    1979, Vol. 44, Issue 6, pp. 1965–1983 [Abstract]
  • Miloš Buděšínský, Tomáš Trnka and Miloslav Černý
    The 1H NMR spectra and the conformation of 1,6-anhydro-β-D-hexopyranoses and their triacetates
    1979, Vol. 44, Issue 6, pp. 1949–1964 [Abstract]
  • Josef Pacák, Zdislava Köllnerová and Miloslav Černý
    2-Deoxy-2-fluoro-D-glucosides. Preparation of 17-oxoestra-1,3,5(10)-trien-3-yl 2-deoxy-2-fluoro-β-D-glucopyranoside
    1979, Vol. 44, Issue 3, pp. 933–941 [Abstract]
  • Jaroslav Pecka and Miloslav Černý
    Stereoselective reduction of 1,6-anhydro-3,4-dideoxy-β-D-glycero-hex-3-enopyranos-2-ulose (levoglucosenone) and of its 3,4-dihydro derivative with complex hydrides
    1978, Vol. 43, Issue 7, pp. 1720–1722 [Abstract]