Optical resolution method for chiral compound, and method for producing enantiomers

Abstract

To provide an optical resolution method for a chiral compound that can be conducted simply and has the potential for industrial applications.SOLUTION: An optical resolution method for a chiral compound includes dissolving a mixture of both enantiomers of the chiral compound in a first solvent to prepare a first solution, causing first gel to deposit in the first solution, and separating the first solution into the first gel and a first supernatant.SELECTED DRAWING: Figure 1

Claims

1. An optical resolution method of a chiral compound, comprising: dissolving a mixture of both enantiomers of the chiral compound in a first solvent to prepare a first solution; precipitating a first gel in the first solution; separating the first solution into the first gel and a first supernatant liquid.

2. The optical resolution method according to claim 1, wherein the mixture of both enantiomers is a racemic mixture.

3. The optical resolution method according to claim 2, further comprising adding a xerogel of one enantiomer to the first solution before precipitating the first gel in the first solution.

4. The optical resolution method according to claim 1, wherein in the mixture of both enantiomers, the content of one enantiomer is greater than the content of the other enantiomer.

5. In the first gel, the content of one enantiomer is more than the content of the other enantiomer, and the enantiomeric excess of the one enantiomer in the first gel is greater than the enantiomeric excess of the one enantiomer in the mixture of both enantiomers. The optical resolution method according to claim 1.

6. The optical resolution method according to claim 1, wherein the chiral compound is an amino acid or an amino acid derivative.

7. The optical resolution method according to claim 6, wherein the chiral compound is one selected from the group consisting of glutamic acid, aspartic acid, lysine, phenylalanine, tyrosine, tryptophan, histidine, proline, and derivatives thereof.

8. The optical resolution method according to claim 1, wherein the first solvent is a polar solvent.

9. The optical resolution method according to claim 8, wherein the first solvent is an aprotic polar solvent.

10. The optical resolution method according to claim 9, wherein the first solvent contains acetonitrile.

11. The optical resolution method according to claim 8, wherein the first solvent contains water.

12. The first solvent contains a good solvent and a poor solvent of the chiral compound, and the preparation of the first solution comprises dissolving the mixture of both enantiomers in the good solvent to prepare an intermediate solution, and adding the poor solvent to the intermediate solution to obtain the first solution. The optical resolution method according to claim 1.

13. dissolving the first gel separated from the first supernatant liquid in a second solvent to prepare a second solution; precipitating a second gel in the second solution; The optical resolution method according to claim 1, further comprising separating the second solution into the second gel and a second supernatant liquid.

14. precipitating a third gel in the first supernatant liquid separated from the first gel; The optical resolution method according to claim 1, further comprising separating the first supernatant liquid into the third gel and a third supernatant liquid.

15. A production method for producing one enantiomer and / or the other enantiomer of a chiral compound, comprising: preparing a mixture of both enantiomers of the chiral compound; A production method comprising separating the one enantiomer and / or the other enantiomer from the mixture by the optical resolution method of the chiral compound according to any one of claims 1 to 14.

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