Method for producing production intermediate, production intermediate thereof, and method for producing crosslinked artificial nucleic acid intermediate by using same

A compound of Formula (II)

• wherein R1 is a hydroxyl protecting group, R2 is a hydroxyl protecting group, R3 and R4 may be the same or different and are each independently a hydroxyl protecting group or together form a cyclic protecting group for a diol, and R7 is a hydrogen atom or an alkyl group.

A compound of Formula (III)

• wherein R1 is a hydroxyl protecting group, R2 is a hydroxyl protecting group, and R3 and R4 may be the same or different and are each independently a hydroxyl protecting group or together form a cyclic protecting group for a diol.

A compound of Formula (IV)

• wherein R1 is a hydroxyl protecting group, R2 is a benzyl group, a 4,4′-dimethoxytrityl group, a t-butyldimethylsilyl group, a t-butyldiphenylsilyl group, a trimethylsilyl group, a methoxymethyl group, a benzyloxymethyl group, a 2-(trimethylsilyl) ethoxymethyl group, a 2-methoxyethoxymethyl group, a cyanoethyl group, a benzoyl group, or an acetyl group, R3 and R4 may be the same or different and are each independently a hydroxyl protecting group or together form a cyclic protecting group for a diol, one of R5 and R6 is a hydrogen atom or an amino protecting group, and the other one of R5 and R6 is an amino protecting group.

A compound of Formula (XI)

• wherein R1 is a hydroxyl protecting group, R2 is a hydroxyl protecting group, R3a and R4a are each an acyl group, one of R5 and R6 is a hydrogen atom or an amino protecting group, and the other one of R5 and R6 is an amino protecting group.

A compound of Formula (XII)

• wherein R1 is a hydroxyl protecting group, R2 is a hydroxyl protecting group, R4a is an acyl group, one of R5 and R6 is a hydrogen atom or an amino protecting group, the other one of R5 and R6 is an amino protecting group, and B is a nucleic acid base moiety which may be substituted with one or more substituents.

A compound of Formula (XIII)

• wherein R1 is a hydroxyl protecting group, R2 is a benzyl group, a 4,4′-dimethoxytrityl group, a t-butyldiphenylsilyl group, a trimethylsilyl group, a methoxymethyl group, a benzyloxymethyl group, a 2-(trimethylsilyl) ethoxymethyl group, a 2-methoxyethoxymethyl group, a cyanoethyl group, a benzoyl group, or an acetyl group, one of R5 and R6 is a hydrogen atom or an amino protecting group, the other one is an amino protecting group, and B is a nucleic acid base moiety which may be substituted with one or more substituents.

A compound of Formula (XIV)

• wherein R1 is a hydroxyl protecting group, R2 is a hydroxyl protecting group, one of R5 and R6 is a hydrogen atom or an amino protecting group, the other one of R5 and R6 is an amino protecting group, R11 is an alkyl group or an aryl group, R12 is a hydrogen atom, an alkyl group, an alkoxy group, or an alkoxyalkyl group, X is an oxygen atom or NR13 where R13 is a hydrogen atom or an amino protecting group, and a double line consisting of a solid line and a dotted line is a single bond or a double bond.

A compound of Formula (XV)

• wherein R1 is a hydroxyl protecting group, R2 is a hydroxyl protecting group, one of R5 and R6 is a hydrogen atom or an amino protecting group, the other of R5 and R6 is an amino protecting group, R12 is a hydrogen atom, an alkyl group, an alkoxy group or an alkoxyalkyl group, X is an oxygen atom or NR13 where R13 is a hydrogen atom or an amino protecting group, and a double line consisting of a solid line and a dotted line is a single bond or a double bond.

A compound of Formula (XVI)

• wherein R1 is a hydroxyl protecting group, R2 is a hydroxyl protecting group, R12 is a hydrogen atom, an alkyl group, an alkyloxy group, or an alkoxyalkyl group, R14 is a hydrogen atom, a benzyloxycarbonyl group, an isobutyl group, a benzoyl group, a t-butyloxycarbonyl group, a trimethylsilylethoxycarbonyl group, an allyloxycarbonyl group, a 9-fluorenylmethoxycarbonyl group, a 2,2,2-trichloroethoxycarbonyl group, an acetyl group, a formyl group, a 4-methoxybenzyl group, an allyl group, a benzyl group, or a 2-nitrobenzenesulfonyl group, X is an oxygen atom or NR13 where R13 is a hydrogen atom or an amino protecting group, and a double line consisting of a solid line and a dashed line is a single bond or a double bond.