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Synthesis of [;2.2.1];bicyclo nucleosides

  • US 6,639,059 B1
  • Filed: 03/24/2000
  • Issued: 10/28/2003
  • Est. Priority Date: 03/24/1999
  • Status: Expired due to Term
First Claim
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1. A method for the synthesis of a compound of the general formula II:

  • embedded imagewhereinR1 is selected form optionally substituted aryl(C1-6-alkyl), optionally substituted tetrahydropyran-2-yl, optionally substituted arylcarbonyl and optionally substituted aryl;

    each of the substituents R2 and R3 is independently selected from hydrogen, optionally substituted C1-6-alkyl, optionally substituted aryl, and optionally substituted aryl(C1-6-alkyl), or R2 and R3 together designate C3-7-alkylene, with the proviso that R2 and R3 are not both hydrogen; and

    each of the substituents R4 and R5 independently is R′

    SO2O—

    wherein R′

    is selected from optionally substituted alkyl and optionally substituted aryl;

    said method comprising the following step;

    treatment of a compound of the general formula I;

    embedded imagewhereinR1 is selected form optionally substituted aryl(C1-6-alkyl), optionally substituted tetrahydropyran-2-yl, optionally substituted arylcarbonyl and optionally substituted aryl;

    each of the substituents R2 and R3 is independently selected from hydrogen, optionally substituted C1-6-alkyl, optionally substituted aryl, and optionally substituted aryl(C1-6-alkyl), or R2 and R3 together designate C3-7-alkylene, with the proviso that R2 and R3 are not both hydrogen; and

    with R′

    SO2X wherein R′

    is selected from optionally substituted C1-6-alkyl and optionally substituted aryl, and X designates halogen.

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