Asymmetric auxiliary group

Patent metadata

Field	Value
Publication number	US-10167309-B2
Application number	US-201615294602-A
Country	US
Kind code	B2
Filing date	Oct 14, 2016
Priority date	Jul 13, 2012
Publication date	Jan 1, 2019
Grant date	Jan 1, 2019

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).

First claim

The invention claimed is:

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.

Assignees

• Wave Life Sciences Ltd
• Wave Life Sciences Ltd

Inventors

• Shimizu Mamoru
• Wada Takeshi

Classifications

• C07D405/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07H23/00 Primary

  Compounds containing boron, silicon or a metal, e.g. chelates or vitamin B12 (esters with inorganic acids C07H11/00) · CPC title

• C07H19/11

  containing cyclic phosphate · CPC title

• C07D473/18

  one oxygen and one nitrogen atom, e.g. guanine · CPC title

• C07F7/0812

  comprising a heterocyclic ring · CPC title