US 12,338,265 B2
Crosslinked artificial nucleic acid ALNA
Hiroaki Sawamoto, Osaka (JP); Shinji Kumagai, Osaka (JP); Hiroyuki Furukawa, Osaka (JP); Tomo Araki, Osaka (JP); Masayuki Utsugi, Osaka (JP); and Satoshi Obika, Suita (JP)
Assigned to MITSUBISHI TANABE PHARMA CORPORATION, Osaka (JP)
Appl. No. 17/292,963
Filed by MITSUBISHI TANABE PHARMA CORPORATION, Osaka (JP); and OSAKA UNIVERSITY, Suita (JP)
PCT Filed Nov. 11, 2019, PCT No. PCT/JP2019/044182
§ 371(c)(1), (2) Date May 11, 2021,
PCT Pub. No. WO2020/100826, PCT Pub. Date May 22, 2020.
Claims priority of application No. 2018-212424 (JP), filed on Nov. 12, 2018.
Prior Publication US 2022/0002336 A1, Jan. 6, 2022
Int. Cl. C07H 19/20 (2006.01); C07H 19/10 (2006.01); C07H 21/04 (2006.01)
CPC C07H 19/20 (2013.01) [C07H 19/10 (2013.01); C07H 21/04 (2013.01)] 36 Claims
 
1. A compound represented by general formula I:

OG Complex Work Unit Chemistry
wherein
B represents a base moiety of nucleic acid wherein the base moiety may be optionally substituted with one or more substituents;
R1, R2, R3 and R4 represent independently of each other a hydrogen atom, or a C1-6 alkyl group which may be optionally substituted with one or more substituents;
R5 and R6 represent independently of each other a hydrogen atom, a protecting group for hydroxy group, or a phosphate group which may be optionally substituted with substituents;
m is an integer of 1 or 2;
X represents a group represented by the following formula (II-1), (II-2) or (II-3):

OG Complex Work Unit Chemistry
the symbols:
custom character
which are described in the formula (II-1), (II-2) or (II-3) represent a binding point to 2′-amino group;
R7 and R8 represent independently of each other a hydrogen atom, a C1-6 alkyl group which may be optionally substituted with one or more substituents, a C2-6 alkenyl group which may be optionally substituted with one or more substituents, a C2-6 alkynyl group which may be optionally substituted with one or more substituents, or an aromatic group which may be optionally substituted with one or more substituents;
A represents an aromatic group that is directly bonded to an aromatic ring in said aromatic group to the 2′ amino group;
M represents a sulfonyl group which is substituted with one substituent selected from the group consisting of a C1-6 alkyl group which may be optionally substituted with one or more substituents and an aromatic group which may be optionally substituted with one or more substituents,
or salts thereof.