Back to results
US 2012/0071646 A1Published application
Process for producing nucleoside
AssigneeTakeda Pharmaceutical Company Limited
InventorsTadashi Umemoto, Yoji Hayase, Shumpei Murata, Kenichi Miyata
Life of this patent
Estimating the term…
Abstract
There is a demand for a convenient production method of an NC type purine nucleoside. The present invention relates to a method of producing a purine nucleoside represented the formula (I′) or a salt thereof, which comprising reacting a pyrimidine nucleoside represented by the formula (I) or a salt thereof with a purine nucleobase represented by the formula B′H in the presence of a Lewis acid.
Claims23
A method of producing a purine nucleoside represented by the formula (I′)
- or a salt thereof, which comprising reacting a pyrimidine nucleoside represented by the formula (I)
- or a salt thereof with a purine nucleobase represented by the formula B′H in a solvent, in the presence of a Lewis acid:
- wherein
- R1 and R1′ are each independently a hydrogen atom, a hydroxy-protecting group, an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group optionally having substituent(s), an aralkyl group optionally having substituent(s), an acyl group, an aliphatic or aromatic sulfonyl group or a silyl group,
- R2 and R2′ are each independently a hydrogen atom, a hydroxy-protecting group, an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group optionally having substituent(s), an aralkyl group optionally having substituent(s), an acyl group, an aliphatic or aromatic sulfonyl group or a silyl group, or
- R1 and R2 in combination or R1′ and R2′ in combination optionally form a group represented by the formula
- wherein
- R4 in the number of p, R5 in the number of p, R6 and R7 are each independently an alkyl group or an aryl group, and
- p is an integer of 1 to 3,
- R3 is a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group optionally having substituent(s), an aralkyl group optionally having substituent(s), an acyl group, an aliphatic or aromatic sulfonyl group or a functional molecular unit substituent,
- B is a residue derived from a pyrimidine nucleobase optionally having substituent(s),
- B′ is a residue derived from a purine nucleobase optionally having substituent(s),
- m is an integer of 0 to 2, and
- n is an integer of 1 to 3.
11 more elements
A method of producing a purine nucleoside represented by the formula (I′)
- or a salt thereof, comprising reacting a pyrimidine nucleoside represented by the formula (I)
- or a salt thereof with a purine nucleobase wherein the dissociative hydrogen atom is silylated, which is represented by the formula B′H, in a solvent, in the presence of a Lewis acid:
- wherein
- R1 and R1′ are each independently a hydrogen atom, a hydroxy-protecting group, an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group optionally having substituent(s), an aralkyl group optionally having substituent(s), an acyl group, an aliphatic or aromatic sulfonyl group or a silyl group,
- R2 and R2′ are each independently a hydrogen atom, a hydroxy-protecting group, an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group optionally having substituent(s), an aralkyl group optionally having substituent(s), an acyl group, an aliphatic or aromatic sulfonyl group or a silyl group, or
- R1 and R2 in combination or R1′ and R2′ in combination optionally form a group represented by the formula
- wherein
- R4 in the number of p, R5 in the number of p, R6 and R7 are each independently an alkyl group or an aryl group, and
- p is an integer of 1 to 3,
- R3 is a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group optionally having substituent(s), an aralkyl group optionally having substituent(s), an acyl group, an aliphatic or aromatic sulfonyl group or a functional molecular unit substituent,
- B is a residue derived from a pyrimidine nucleobase optionally having substituent(s),
- B′ is a residue derived from a purine nucleobase optionally having substituent(s),
- m is an integer of 0 to 2, and
- n is an integer of 1 to 3.
11 more elements
Dependencies are inferred from the claim text.