Patent WO-9608503-A1 (WO)
Title: Intermediates for dinucleotide and oligonucleotide analogues
Inventor: BAXTER ANTHONY DAVID
IPC: C07F9/32
Filed: 1995-08-17
Abstract: A compound of formula (I) or salts thereof, where Ro is hydrogen or together with R7O denotes a C¿1?-C15 hydrocarbylidenedioxy group, R?1¿ is hydrogen, R1a or a group of formula (II), R1a is R1b or a protecting group Q, R1b is C1-C20 alkyl, C2-C20 alkenyl, C3-C10 cycloalkyl, C6-C15 aryl, C7-C16 aralkyl or a 5- or 6-membered heterocyclic group attached by a carbon atom in the heterocyclic group to the indicated phosphorus atom, R2 is R2a or -OR15 or together with R5 denotes an oxy group -O-, provided that R?2 is -OR15 when R1¿ is a group of formula (II), R2a is a C1-C20 aliphatic group, a C3-C10 cycloaliphatic group, a C6-C15 aromatic group, a C7-C16 araliphatic group, or a 5- or 6-membered heterocyclic group attached by a carbon atom in the heterocyclic group to the indicated phosphorus atom, R3 is R3a or Z, R3a is hydrogen, halogen, hydroxy, R?16, -OR16, OCOR16¿, -OSO¿2R?16, or tri(C¿1?-C15 hydrocarbyl)silyloxy, R?4¿ is hydrogen, halogen or R?17, R5 is R5¿a or Z or together with R2 denotes an oxy group -O-, R5a is hydrogen, halogen, hydroxy, R?18, -OR18, -OCOR18¿, -OSO¿2R?18, or tri(C¿1?-C15 hydrocarbyl)silyloxy, or together with R?6¿ denotes a C¿1?-C15 hydrocarbylidenedioxy group, R?6¿ is halogen, hydroxy, -OR?19, -OCOR19¿, -OSO¿2?R?19 or B1¿, or together with R5 denotes a C¿1?-C15 hydrocarbylidenedioxy group, provided that R?6¿ is not B?1 when R1¿ is a group of formula (II) in which R?14 is B2, R7¿ is hydrogen or R7a, R7a is R?20, -COR20, -SO¿2R20 or tri(C¿1?-C15 hydrocarbyl)silyl, or together with the attached oxygen atom and R?o¿ denotes a C¿1?-C15 hydrocarbylidenedioxy group, R?8¿ is hydrogen, halogen, hydroxy, R?21, -OR21, -OCOR21¿, -OSO¿2R?21 or together with R10 denotes a valence bond, R9 is hydrogen, halogen or R22, R10 is hydrogen, halogen, hydroxy, R?23, -OR23, -OCOR23¿ or -OSO¿2R?23, or together with R8 denotes a valence bond, R11 is hydrogen, halogen or R24, R12 is hydrogen or R12a, or R12O- together with R13 denotes a C¿1?-C15 hydrocarbylidenedioxy group, R?12¿a is R?25, -COR25, -SO¿2R25 or tri(C¿1?-C15 hydrocarbyl)silyl, R?13 is R13¿a or Z, R13a is hydrogen, halogen, hydroxy, R?26, -OR26, -OCOR26¿, -OSO¿2R?26 or tri(C¿1?-C15 hydrocarbyl)silyloxy, or together with R?14¿ denotes a C¿1?-C15 hydrocarbylidenedioxy group, or together with R?12¿O- denotes a C¿1?-C15 hydrocarbylidenedioxy group, R?14¿ is halogen, hydroxy, -OR?27, -OCOR27¿, -OSO¿2?R?27 or B2¿ or together with R13 denotes a C¿1?-C15 hydrocarbylidenedioxy group, provided that R?14¿ is not B?2 when R6 is B1, R15¿ is hydrogen or R15a, R15a is a C1 to C10 aliphatic group, a C3 to C8 cycloaliphatic group, a C6 to C15 aromatic group or a C7 to C16 araliphatic group, R?16, R17, R18, R19, R20, R21, R22, R23, R24, R25, R26 and R27¿ are independently a C¿1? to C10 aliphatic group, a C3 to C10 cycloaliphatic group, a C6 to C15 aromatic group or a C7 to C30 araliphatic group, B?1 and B2¿ are independently each a monovalent nucleoside base radical, and Z is substituted or unsubstituted C¿6? to C10 aryloxythiocarbonyloxy.