PROCESSES FOR THE PRODUCTION OF OPTICALLY ACTIVE COMPOUNDS HAVING SUBSTITUENTS AT THE 2-POSITION

Title:

PROCESSES FOR THE PRODUCTION OF OPTICALLY ACTIVE COMPOUNDS HAVING SUBSTITUENTS AT THE 2-POSITION

Document Type and Number:

WIPO Patent Application WO/2004/076404

Kind Code:

A1

Abstract:

Optically active compounds having thio groups at the 2-position which are important to the production of drugs and so on can be produced with minimized racemization in high yield and at a low cost by chlorinating an optically active compound having a hydroxyl group at the 2-position with the inversion of configuration at the 2-position to form an optically active compound having a chlorine atom at the 2-position, and reacting the optically active compound having a chlorine atom at the 2-position with a metal thiolate to introduce a thio group to the compound with the invention of configuration at the 2-position. Further, optically active compounds having thio groups at the 2-position can be produced at higher optical purities and in higher yields by conducting the reaction of an optically active compound having a chlorine atom at the 2-position with a metal thiolate in the presence of water. Additionally, optically active carboxylic acids having thio groups at the 2-position can be efficiently rid of coexistent impurities such as optical isomers by crystallization in the presence of an aliphatic hydrocarbon solvent and/or a sulfur-containing solvent, whereby optically active carboxylic acids having thio groups at the 2-position can be obtained as crystalline substances at further enhanced purities.

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Inventors:

YAMAMOTO SHOGO (JP)
TAKEDA TOSHIHIRO (JP)
FUSE YOSHIHIDE (JP)
UEDA YASUYOSHI (JP)

Application Number:

PCT/JP2004/002231

Publication Date:

September 10, 2004

Filing Date:

February 25, 2004

Export Citation:

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Assignee:

KANEKA CORPRATION (JP)
YAMAMOTO SHOGO (JP)
TAKEDA TOSHIHIRO (JP)
FUSE YOSHIHIDE (JP)
UEDA YASUYOSHI (JP)

International Classes:

C07B53/00; C07C51/363; C07C51/43; C07C57/58; C07C319/14; C07C319/28; C07B55/00; C07C323/56; (IPC1-7): C07C319/14; C07C51/43; C07C57/58; C07C319/28; C07C323/56

Domestic Patent References:

WO1997019918A1	1997-06-05
WO1992013843A1	1992-08-20

Foreign References:

JP2001278839A

2001-10-10

Other References: