IP Library Granted Patent US 8,193,345
Granted Patent B2
US 8,193,345 · App. 13/051,948 · Granted Jun 5, 2012

Purification method of lactone compounds containing unsaturated alkyl group by extraction with silver ion solution

Assignee: Genotech Corp.
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Quick Facts
Patent No.
US 8,193,345
App. No.
13/051,948
Granted
Jun 5, 2012
Kind
B2
Abstract

The present invention relates to a method for separating and purifying a lactone compound with an unsaturated alkyl group from a lactone compound with a saturated alkyl group which is an analog thereof. More specifically, the present invention relates to a method for effectively separating a lactone compound with an unsaturated alkyl group such as FK506 at high purity by extraction with a silver ion (Ag + ) solution without use of column chromatography.

Claims (15)

1. A method of separating a lactone compound FK506 from a mixture, the method comprising:

providing a mixture which comprises the lactone compound FK506 and one or more other lactone compounds comprising a saturated alkyl group;

dissolving the mixture in a first organic solvent to prepare a solution of the lactone compounds, wherein the first organic solvent is a water-miscible organic solvent;

adding a second organic solvent, which is substantially incapable of dissolving the lactone compound FK506 and is substantially immiscible with water, to the solution of the lactone compounds to prepare a first mixed solution;

adding an aqueous silver ion (Ag + ) solution to the first mixed solution so that the lactone compound FK506 dissolves into to the aqueous silver ion solution;

separating at least part of the aqueous silver ion solution containing the lactone compound FK506 from the first and second organic solvents and collecting the aqueous silver ion solution;

adding a third organic solvent, which is water-immiscible and capable of dissolving the lactone compound FK506, to the separated aqueous silver ion solution to form a second mixed solution containing the lactone compound FK506; and

removing the silver ions from the second mixture to collect the lactone compound FK506.

2. The method of claim 1 , wherein the first organic solvent is selected from the group consisting of alcohols, ketones, dielectric aprotic organic solvents, and mixtures thereof.

3. The method of claim 1 , wherein the first organic solvent is selected from the group consisting of methanol, ethanol, isopropyl alcohol, acetone, acetonitrile, and mixtures thereof.

4. The method of claim 1 , wherein the silver ions are provided from at least one silver salt selected from the group consisting of silver nitrate (AgNO 3 ), silver acetate (AgCH 3 COO) and silver sulfate (AgSO 4 ).

5. The method of claim 1 , wherein the second organic solvent is selected from the group consisting of benzene, toluene, hexane, heptane, butanol, chloroform, and mixtures thereof.

6. The method of claim 1 , wherein the third organic solvent is selected from the group consisting of dichloromethane, ethyl acetate, isobutyl acetate, n-butyl acetate, t-buty acetate, and mixtures thereof.

7. The method of claim 1 , wherein said removing the silver ions comprises: adding an aqueous solution of NaCl to the second mixture, thereby precipitating the silver ions.

8. The method of claim 1 , wherein the precipitated silver ions are collected and used to prepare the aqueous silver ion solution for the same method.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 13, 2024
From: CERES F&D INC.
To: LIFECEUTICAL CORP.
Reel/Frame 066744/0504 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 21, 2019
From: GENOTECH CORP.
To: CERES F&D INC.
Reel/Frame 048065/0816 →
CHANGE OF NAME Recorded May 2, 2012
From: GENOTECH CO., LTD.
To: GENOTECH CORP.
Reel/Frame 028145/0396 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 18, 2011
From: KIM, JAE JONG; LIM, SI KYU; LEE, MI OK; LIM, SANG MYOUN; LEE, BO-MI; KIM, DONG HWAN; LEE, KEUM SOON; RYU, JEOUNG HYUN
To: GENOTECH CO., LTD.
Reel/Frame 025985/0824 →
Priority Claims (1)
KR 10-2008-0091523 · Sep 18, 2008 · national
Continuity (2)
Continuation PCTKR2009004325 · Aug 3, 2009
Related Publication 20110172413A1 · Jul 14, 2011