IP Library Granted Patent US 9,216,987
Granted Patent B2
US 9,216,987 · App. 14/381,154 · Granted Dec 22, 2015

Chroman derivative

Inventors: Keiji Hasumi (Inagi, JP); Eriko Suzuki (Fuchu, JP); Yuuichi Nishimura (Fuchu, JP); Yoshikazu Kitano (Fuchu, JP); Keiko Hasegawa (Tokyo, JP); Naoko Nishimura (Tama, JP); Kohta Tsujihara (Kawagoe, JP)
Assignee: TMS CO., LTD.
C07D491/052C07D311/58C12P17/06
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Quick Facts
Patent No.
US 9,216,987
App. No.
14/381,154
Granted
Dec 22, 2015
Kind
B2
Abstract

The invention provides a chroman derivative represented by the following Formula (I) that enables the production of an SMTP compound having a desired structure: wherein, in Formula (I), each of Y 1 and Y 2 independently represents a hydrogen atom, a hydroxy group, an alkoxy group, an aryloxy group, or a halogen atom; each of R 1 and R 2 independently represents a hydrogen atom, an alkyl group, an aryl group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, or a carbamoyl group; L represents an aliphatic hydrocarbon group having from 4 to 10 carbon atoms; each X independently represents a hydroxy group or a carboxy group; and n represents an integer from 0 to 2.

Claims (14)

1. A chroman derivative that is a compound represented by the following Formula (Ia):

wherein, in Formula (Ia), each of Y 1 and Y 2 independently represents a hydrogen atom, a hydroxy group, an alkoxy group, an aryloxy group, or a halogen atom; each of R 1 and R 2 independently represents a hydrogen atom, an alkyl group, an aryl group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, or a carbamoyl group.

2. The chroman derivative according to claim 1 , wherein each of Y 1 and Y 2 represents a hydrogen atom.

3. A method of producing a compound represented by the following Formula (II), the method comprising a step of allowing a compound represented by the following Formula (Ia) to react with an amine compound represented by the following Formula (III) in the presence of a solvent:

wherein, in the formulae, each of Y1 and Y2 independently represents a hydrogen atom; each of R1 and R2 independently represents a hydrogen atom, an alkyl group, an aryl group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, or a carbamoyl group; Xn-L- represents a group represented by the following Formula (L0):

wherein, in the Formula (L0), X 1 and X 2 are linked to each other to form a single bond, and * indicates a linking position;

Z 1 represents a methylene group, and Z 2 represents a carbonyl group; and R 3 represents a hydrogen atom, an alkyl group, an aryl group, or a heterocyclic group.

4. The chroman derivative according to claim 1 , wherein at least one of Y 1 or Y 2 represents a hydroxy group, an alkoxy group, an aryloxy group, or a halogen atom.

5. The chroman derivative according to claim 1 , wherein at least one of Y 1 or Y 2 represents a hydroxy group, an alkoxy group having from 1 to 12 carbon atoms, an aryloxy group having from 6 to 14 carbon atoms, or a halogen atom.

6. The chroman derivative according to claim 1 , wherein at least one of Y 1 or Y 2 represents a hydroxy group, an alkoxy group selected from the group consisting of methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, a t-butoxy group, a pentyloxy group, a hexyloxy group, a cyclohexyloxy group, an octyloxy group, an ethylhexyloxy group, a decyloxy group, and a dodecyloxy group, a phenyloxy group, or a halogen atom.

7. The chroman derivative according to claim 1 , wherein each of R 1 and R 2 independently represents a hydrogen atom, an alkyl group having from 1 to 12 carbon atoms, an aryl group having from 6 to 14 carbon atoms, an alkylcarbonyl group having an alkyl group having from 1 to 12 carbon atoms, an arylcarbonyl group having an aryl group having from 6 to 14 carbon atoms, an alkoxycarbonyl group selected from the group consisting of a methoxycarbonyl group, an ethoxycarbonyl group, a propyloxycarbonyl group, and a t-butyloxycarbonyl group, a phenoxycarbonyl group, or a carbamoyl group.

8. The chroman derivative according to claim 1 , wherein each of R 1 and R 2 independently represents a hydrogen atom, an alkyl group selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a t-butyl group, a pentyl group, a hexyl group, a cyclohexyl group, an octyl group, an ethylhexyl group, a decyl group, and a dodecyl group, an aryl group selected from the group consisting of a phenyl group, a naphthyl group, and an anthracenyl group, an alkylcarbonyl group having an alkyl group having from 1 to 4 carbon atoms, a phenylcarbonyl group, an alkoxycarbonyl group selected from the group consisting of a methoxycarbonyl group, an ethoxycarbonyl group, a propyloxycarbonyl group, and a t-butyloxycarbonyl group, a phenoxycarbonyl group, or a carbamoyl group.

9. The method according to claim 3 , wherein each of R 1 and R 2 independently represents a hydrogen atom, an alkyl group having from 1 to 12 carbon atoms, an aryl group having from 6 to 14 carbon atoms, an alkylcarbonyl group having an alkyl group having from 1 to 12 carbon atoms, an arylcarbonyl group having an aryl group having from 6 to 14 carbon atoms, an alkoxycarbonyl group selected from the group consisting of a methoxycarbonyl group, an ethoxycarbonyl group, a propyloxycarbonyl group, and a t-butyloxycarbonyl group, a phenoxycarbonyl group, or a carbamoyl group.

10. The method according to claim 3 , wherein each of R 1 and R 2 independently represents a hydrogen atom, an alkyl group selected from the group consisting of a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a t-butyl group, a pentyl group, a hexyl group, a cyclohexyl group, an octyl group, an ethylhexyl group, a decyl group, and a dodecyl group, an aryl group selected from the group consisting of a phenyl group, a naphthyl group, and an anthracenyl group, an alkylcarbonyl group having an alkyl group having from 1 to 4 carbon atoms, a phenylcarbonyl group, an alkoxycarbonyl group selected from the group consisting of a methoxycarbonyl group, an ethoxycarbonyl group, a propyloxycarbonyl group, and a t-butyloxycarbonyl group, a phenoxycarbonyl group, or a carbamoyl group.

Assignments (4)
CHANGE OF NAME Recorded Dec 17, 2024
From: JI XING PHARMACEUTICALS HONG KONG LIMITED
To: CORXEL PHARMACEUTICALS HONG KONG LIMITED
Reel/Frame 069715/0860 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 30, 2024
From: BIOGEN MA INC.
To: JI XING PHARMACEUTICALS HONG KONG LIMITED
Reel/Frame 066379/0891 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2021
From: TMS CO., LTD.
To: BIOGEN MA INC.
Reel/Frame 057534/0699 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 27, 2014
From: HASUMI, KEIJI; SUZUKI, ERIKO; NISHIMURA, YUUICHI; KITANO, YOSHIKAZU; HASEGAWA, KEIKO; NISHIMURA, NAOKO; TSUJIHARA, KOHTA
To: TMS CO., LTD.
Reel/Frame 033621/0274 →
Priority Claims (1)
JP 2012-046893 · Mar 2, 2012 · national
Continuity (1)
Related Publication 20150025251A1 · Jan 22, 2015