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US 6,486,312 B2Granted
Synthesis of oligonucleotides
AssigneeIsis Pharmaceuticals, Inc.
InventorsVasulinga Ravikumar, Douglas L. Cole
Life of this patent
Estimating the term…
Abstract
Synthetic processes are provided for the solution phase synthesis of oligonucleotides, especially phosphorothioate oligonucleotides, and intermediate compounds useful in the processes. Intermediates having structure are prepared in accord with preferred embodiments.
Claims20
A reagent set for the preparation of a mixed sequence oligonucleotide comprising at least two synthons having the Formula I:
- where:
- each Q is independently O, S, CH2, CHF or CF2;
- each Bx is independently a nucleosidic base;
- each X is independently, OH, SH, SCH3, F, OCN, O(CH2)nNH2, C1 to C10 lower alkyl, C1 to C10 substituted lower alkyl, alkaryl, aralkyl, Cl, Br, CN, CF3, OCF3, O-alkyl, S-alkyl, N-alkyl, O-alkenyl, S-alkenyl, N-alkenyl, SOCH3, SO2CH3, ONO2, NO2, N3, NH2, heterocycloalkyl, heterocycloalkaryl, aminoalkylamino, polyalkylamino, substituted silyl, an RNA cleaving group, a conjugate, a reporter group, or an intercalator;
- W is a 3′ hydroxyl protecting group;
- each Z is independently O or S;
- each T is independently a phosphorous blocking group;
- n is 1, 3, 5 or 7.
5 more elements
A reagent set for the preparation of a mixed sequence oligonucleotide comprising at least two synthons having one of the Formulas:
- where each Q is independently O, S, CH2, CHF or CF2;
- each Bx is independently a nucleosidic base;
- each X is independently, OH, SH, SCH3, F, OCN, O(CH2)nNH2, C1 to C10 lower alkyl, C1 to C10 substituted lower alkyl, alkaryl, aralkyl, Cl, Br, CN, CF3, OCF3, O-alkyl, S-alkyl, N-alkyl, O-alkenyl, S-alkenyl, N-alkenyl, SOCH3, SO2CH3, ONO2, NO2, N3, NH2, heterocycloalkyl, heterocycloalkaryl, aminoalkylamino, polyalkylamino, substituted silyl, an RNA cleaving group, a conjugate, a reporter group, or an intercalator;
- each Z is independently O or S;
- Y is H or a hydroxyl protecting group;
- U is a phosphite activating group;
- each T is independently a phosphorous blocking group;
- and
- n is 1, 3, 5 or 7.
6 more elements
Dependencies are inferred from the claim text.