Amidite monomer

Patent metadata

Field	Value
Publication number	US-2025340585-A1
Application number	US-202218729747-A
Country	US
Kind code	A1
Filing date	Dec 22, 2022
Priority date	Jan 21, 2022
Publication date	Nov 6, 2025
Grant date	—

Abstract

An object is to provide an amidite monomer of diaminopurine and/or an amidite monomer of a thiouracil derivative suitable for use in synthesis of an acyclic single-stranded polynucleotide comprising diaminopurine and/or a thiouracil derivative by a phosphoramidite method. This object is achieved by an amidite monomer of diaminopurine and/or an amidite monomer of a thiouracil derivative protected with a specific protecting group removable by a base.

First claim

1 . A compound or a salt thereof or a solvate thereof, the compound being represented by formula (1A) or (1B):

wherein
R 1 and R 2 are the same or different, and each is a hydrogen atom or an organic group;
R 3 and R 4 are the same or different, and each is a protecting group for a hydroxyl group;
R 5 and R 6 are the same or different, and each is an alkyl group;
R 7 , R 8 , R 9 , and R 10 are the same or different, and each is a hydrogen atom or a protecting group removable by a base, excluding a case in which all are hydrogen atoms; and at least one protecting group removable by a base is a group represented by formula (a):

wherein R a is a hydrogen atom or an alkyl group, and p is an integer of 1 to 3;
R 11 is a hydrogen atom or an alkyl group;
n is an integer of 1 to 3; and
m is an integer of 0 to 3.

2 . The compound or a salt thereof or a solvate thereof according to claim 1 , wherein at least one of R 7 and R 8 is a group represented by formula (a), and at least one of R 9 and R 10 is a group represented by formula (a).

3 . The compound or a salt thereof or a solvate thereof according to claim 1 , wherein n is 1, m is 0, R a is a hydrogen atom, and p is 1.

4 . The compound or a salt thereof or a solvate thereof according to claim 1 , wherein R 3 is a group represented by formula (b):

wherein R 31 , R 32 , and R 33 are the same or different, and each is a hydrogen atom or an alkoxy group, R 4 is —(CH 2 ) 2 —CN, and R 5 and R 6 are isopropyl groups.

5 . A reagent comprising the compound or a salt thereof or a solvate thereof according to claim 1 .

6 . The reagent according to claim 5 , which is a reagent for producing a polynucleotide.

7 . A method for producing a single-stranded polynucleotide by a phosphoramidite method, the method comprising using the compound or a salt thereof or a solvate thereof according to claim 1 as an amidite monomer.

Assignees

• National Univ Corporation Tokai National Higher Education And Research System

Inventors

• Asanuma Hiroyuki
• Kato Kamiya Yukiko
• Sato Fuminori

Classifications

• C07H1/00

  Processes for the preparation of sugar derivatives · CPC title

• C07F9/65616 Primary

  containing the ring system [IMAGE cpc-sch-C07F-1006.gif] having three or more than three double bonds between ring members or between ring members and non-ring members, e.g. purine or analogs · CPC title

• C07F9/6512

  having the nitrogen atoms in positions 1 and 3 · CPC title

• C12N15/11

  DNA or RNA fragments; Modified forms thereof (DNA or RNA not used in recombinant technology, C07H21/00); {Non-coding nucleic acids having a biological activity} · CPC title

• Y02P20/55

  Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups · CPC title