IP Library Granted Patent US 10,167,309
Granted Patent B2
US 10,167,309 · App. 15/294,602 · Granted Jan 1, 2019

Asymmetric auxiliary group

Inventors: Mamoru Shimizu (Uruma, JP); Takeshi Wada (Kashiwa, JP)
Assignee: WAVE LIFE SCIENCES LTD.
C07H23/00C07B53/00C07D207/08C07D405/04C07D473/18C07D473/34C07F7/0812C07H1/00C07H19/10C07H19/11C07H19/207C07H19/213C07H21/04
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Quick Facts
Patent No.
US 10,167,309
App. No.
15/294,602
Granted
Jan 1, 2019
Kind
B2
Abstract

To provide a chiral reagent or a salt thereof. The chiral reagent has following chemical formula (I). In the formula (I), G 1 and G 2 are independently a hydrogen atom, a nitro group (—NO 2 ), a halogen atom, a cyano group (—CN), a group of formula (II) or (III), or both G 1 and G 2 taken together to form a group of formula (IV).

Claims (27)

1. A chiral reagent or a salt thereof, wherein the chiral reagent has the structure of the following chemical formula (I′):

wherein G 1 is a hydrogen atom, a nitro group, a halogen atom, a cyano group, or a group of formula (II), (III) or (V), G 2 is a nitro group, a cyano group, or a group of formula (III) or (V), or both G 1 and G 2 are taken together to form a group of formula (IV),

wherein G 21 to G 23 are independently a hydrogen atom, a nitro group, a halogen atom, a cyano group or C 1-3 alkyl group,

wherein G 31 to G 33 are independently C 1-4 alkyl group, C 1-4 alkoxy group, C 6-14 aryl group, C 7-14 aralkyl group, C 1-4 alkyl C 6-14 aryl group, C 1-4 alkoxy C 6-14 aryl group, or C 6-14 aryl C 1-4 alkyl group,

wherein G 41 to G 46 are independently a hydrogen atom, a nitro group, a halogen atom, a cyano group or C 1-3 alkyl group,

wherein G 51 to G 53 are independently a hydrogen atom, a nitro group, a halogen atom, a cyano group, C 1-3 alkyl group or C 1-3 alkyloxy group.

2. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 1 is a hydrogen atom.

3. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 1 is a nitro group.

4. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 1 is a halogen atom.

5. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 1 is a cyano group.

6. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 1 is a group of formula (II).

7. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 1 is a group of formula (III).

8. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 1 is a group of formula (V).

9. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 2 is a nitro group.

10. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 2 is a cyano group.

11. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 2 is a group of formula (III).

12. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 2 is a group of formula (III), wherein G 31 to G 33 are independently C 1-4 alkyl group, C 6-14 aryl group, C 7-14 aralkyl group, C 1-4 alkyl C 6-14 aryl group, C 1-4 alkoxy C 6-14 aryl group, or C 6-14 aryl C 1-4 alkyl group.

13. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 2 is a group of formula (III), wherein G 31 to G 33 are independently C 1-4 alkyl group, C 6 aryl group, C 7-10 aralkyl group, C 1-4 alkyl C 6 aryl group, C 1-4 alkoxy C 6 aryl group, or C 6 aryl C 1-4 alkyl group.

14. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 2 is a group of formula (III), wherein G 31 to G 33 are independently C 1-4 alkyl group, or C 6 aryl group.

15. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 2 is a group of formula (III), wherein G 31 to G 33 are independently C 1-4 alkyl group.

16. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 2 is a group of formula (III), wherein G 31 and G 33 are C 6 aryl group and G 32 is C 1-4 alkyl group.

17. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 2 is a group of formula (V).

18. The chiral reagent or a salt thereof in accordance with claim 1 , wherein G 2 is a group of formula (V), wherein each of G 51 and G 52 is a hydrogen atom and G 53 is a 4-methyl group.

19. A compound having the structure of

or a salt thereof.

20. A compound having the structure of

or a salt thereof.

Assignments (3)
CHANGE OF NAME Recorded Feb 28, 2019
From: WAVE LIFE SCIENCES JAPAN
To: WAVE LIFE SCIENCES JAPAN, INC.
Reel/Frame 048463/0780 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 11, 2017
From: WAVE LIFE SCIENCES JAPAN, INC.
To: WAVE LIFE SCIENCES LTD.
Reel/Frame 044346/0927 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 30, 2017
From: SHIMIZU, MAMORU; WADA, TAKESHI
To: WAVE LIFE SCIENCES JAPAN, INC.
Reel/Frame 041126/0682 →
Continuity (3)
Continuation 14414604
Provisional Application 61671652 · Jul 13, 2012
Related Publication 20170029445A1 · Feb 2, 2017
Cited By (10)
US 12,391,942 US 12,403,156 US 12,428,442 US 12,435,105 US 12,473,321 US 12,486,505 US 12,552,743 US 12,590,115 US 12,637,672 US 12,674,168