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Antiviral compounds

  • US 5,955,610 A
  • Filed: 06/04/1997
  • Issued: 09/21/1999
  • Est. Priority Date: 12/23/1992
  • Status: Expired due to Fees
First Claim
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1. A process for producing a compound of formula (Ib):

  • ##STR179## wherein X and Y are each independently O or S;

    Z is (CH2)m ;

    m is 1;

    R2 is a purine or pyrimidine nucleotide base,wherein said purine or pyrimidine nucleotide base is optionally substituted by oxo, thioxo, halogen, hydroxyl, amino, cyano, carboxy, carbamoyl, alkoxycarbonyl, hydroxymethyl, trifluoromethyl, --S-aryl, C1-6 -alkyl, C2-6 -alkenyl, C2-6 -alkenyl substituted with halogen or azido, C2-6 alkynyl, C1-10 acyloxy, thiocarboxy, thiocarbamoyl, ureido, amidino, aryloxy, alkoxy, --S-alkyl, azido, aryl, --NR3 R4, or --N═

    CH--NR3 R4 ; and

    R3 and R4 are each independently hydrogen, hydroxyl, amino, C1-6 -alkyl, C2-6 -alkenyl, C2-6 -alkynyl, C1-10 acyl, aryl or carboxyl;

    said process comprising;

    a) coupling an intermediate of formula (IIa)wherein ##STR180## Rv, is a hydroxy protecting group, and W is a hydroxy group or a displaceable group, wherein said displaceable group is displaced during couplingwith R2 '"'"', wherein R2 '"'"' is a substituted or unsubstituted purine or pyrimidine nucleotide base as defined for R2, optionally further hydroxylated or aminated,to yield a phosphonate ester of a compound of formula (Ib); and

    b) converting said ester to obtain a phosphonic acid of formula (Ib).

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