Dinucleotide and olignucleotide analogues

C - Chemistry – Metallurgy – 07 – H

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C07H 21/00 (2006.01) A61K 31/70 (2006.01) C07H 19/04 (2006.01) C07H 23/00 (2006.01)

Patent

CA 2117009

ABSTRACT OF DISCLOSURE Dinucleotide and Oligonucleotide Analogues A dinucleotide analogue of formula Image where B1 and B2 are each independently a monovalent nucleoside base radical; R1 is R1a or Z; R1a, R2, R3 and R4 are each independently hydrogen, halogen or hydroxy; R5 is R5a or Z; R6 is hydrogen or R6a; R7 is hydrogen, alkyl-N,N-dialkylphosphoramidyl or R7a, R8 is R8a or Z, or the indicated R7O and R8 together denote an isopropylidenedioxy group; Rsa and R8a are each independently hydrogen, halogen, hydroxy, -OR10,-OCOR10 or silyloxy substituted by three C1-C15 hydrocarbyl groups; R6a and R7a are each independently a C1-C10 aliphatic radical, a C6-C15 aromatic radical, a C7-C30 araliphatic radical, -COR11, -SO2R11 or silyl substituted by three C1-C15 hydrocarbyl groups; R9 is hydrogen, a C1-C8 aliphatic radical, a C3-C8 cycloaliphatic radical, a C6-C15 aromatic radical, a C7-C13 araliphatic radical, an alkali metal ion or an ammonium ion; R10 and R11 are each independently a C1-C10 aliphatic radical, a C3-C8 cycloaliphatic radical, a C6-C15 aromatic radical or a C7-C16 araliphatic radical; Rx and Ry are independently hydrogen, halogen, hydroxy, a C1-C10 alkyl, C2-C10 alkenyl, C3-C8 cycloalkyl, C6-C15 aryl, C7-C16 aralkyl, C1-C10 alkoxy, C2-C10 alkenoxy, C6-C10 aryloxy or C7-C16 aralkyloxy group, which is substituted or unsubstituted, or -OCORZ; RZ is a substituted or unsubstituted C1-C10 alkyl, C2-C10 alkenyl, C3-C8 cycloalkyl, C6-C15 aryl or C7-C16 aralkyl group; and Z is C6-C10 aryloxythiocarbonyloxy, the C6-C10 aryl group being substituted or unsubstituted.

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