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Monomers for preparation of oligonucleotides having chiral phosphorus linkages

  • US 5,212,295 A
  • Filed: 10/15/1991
  • Issued: 05/18/1993
  • Est. Priority Date: 01/11/1990
  • Status: Expired due to Term
First Claim
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1. A compound having the structure:

  • ##STR10## wherein;

    Q is O or CH2 ;

    RD is O, S, methyl, O--C1 -C12 -alkyl, S--C1 -C12 -alkyl, amino or substituted amino, where said substituent is C1 -C12 -alkyl or C6 -C14 -aryl;

    RE is O or S;

    RF is H or a blocking group;

    RX is H, OH, C1 -C12 -alkyl, substituted C1 -C12 -alkyl, F, Cl, Br, OCF3, O--C1 -C12 -alkyl, O-substituted C1 -C12 -alkyl, OCH2 CH═

    CH2, OCH2 CCH, and C(O)--C1 -C12 -alkyl, wherein said substituent is C1 -C12 -haloalkyl, C1 -C12 -alkenyl, C1 -C12 -alkoxy, C1 -C12 -thioalkoxy, C1 -C12 -haloalkoxy, C6 -C14 -aryl, halogen, hydroxyl, amino, azido, carboxy, cyano, nitro, or mercapto;

    BX is a nucleoside base or a blocked nucleoside base; and

    L is a leaving group or together L and Bx are a C2 or C6 pyrimidine-3'"'"'xylo cyclo-nucleoside or C8 purine-3'"'"'xylo cyclo-nucleoside.

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