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US 10,472,624 B2Granted
Morpholino oligonucleotide manufacturing method
AssigneeAjinomoto Co., Inc.
InventorsDaisuke Takahashi, Takayoshi Torii
Life of this patent
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Abstract
Morpholino oligonucleotides can be produced efficiently in a high yield by a liquid-phase synthesis method, which includes subjecting a reaction mixture of a condensation reaction to an extraction operation and separating the morpholino oligonucleotide as a resultant product to the organic layer side.
Claims7
A morpholino nucleotide represented by formula (I):
- wherein
- m is any integer of not less than 0,
- P1 is a hydrogen atom, or a temporary protecting group removable under acidic conditions,
- P2 is a protecting group having an alkyl group having not less than 10 and not more than 300 carbon atoms and/or an alkenyl group having not less than 10 and not more than 300 carbon atoms or a protecting group removable under conditions different from those for P1,
- Base1 is a nucleic acid base optionally protected by a protecting group,
- Base2 in the number of m are each independently a nucleic acid base optionally protected by a protecting group,
- each X in the number of m is independently a di C1-6 alkylamino group, or a 1-piperazinyl group wherein a nitrogen atom at the 4-position is protected by a protecting group and further optionally substituted, and
- W in the number of m are each an oxygen atom,
- provided that:
- 1) at least one of said protecting group when Base1 is protected by a protecting group, any protecting group when any Base2 in the number of m are protected by a protecting group, and a protecting group for P2 is a protecting group having an alkyl group having not less than 10 and not more than 300 carbon atoms and/or an alkenyl group having not less than 10 and not more than 300 carbon atoms, and
- 2) when P2 is a protecting group having a linear alkyl group having not less than 10 and not more than 300 carbon atoms and/or a linear alkenyl group having not less than 10 and not more than 300 carbon atoms, at least one of Base1 and any Base2 in the number of m is a nucleic acid base protected by a protecting group having an alkyl group having not less than 10 and not more than 300 carbon atoms and/or an alkenyl group having not less than 10 and not more than 300 carbon atoms.
8 more elements
Dependencies are inferred from the claim text.