OPTICALLY ACTIVE 3,3'-DITHIOBIS(2-AMINO-2METHYLPROPIONIC ACID) DERIVATIVE AND PROCESS FOR PRODUCING OPTICALLY ACTIVE 2-AMINO-3-MERCAPTO-2-METHYLPROPIONIC ACID DERIVATIVE

Title:

OPTICALLY ACTIVE 3,3'-DITHIOBIS(2-AMINO-2METHYLPROPIONIC ACID) DERIVATIVE AND PROCESS FOR PRODUCING OPTICALLY ACTIVE 2-AMINO-3-MERCAPTO-2-METHYLPROPIONIC ACID DERIVATIVE

Document Type and Number:

WIPO Patent Application WO/2005/026110

Kind Code:

A1

Abstract:

A useful novel intermediate and a novel synthesis method which enable an optically active (R)- or (S)-2-amino-3-mercapto-2-methylpropionic acid derivative or a salt thereof which each is useful as an intermediate for medicines, etc. to be synthesized while highly inhibiting the inclusion of various impurities. A process is provided in which an optically active (R)- or (S)-2-amino-3-mercapto-2-methylpropionic acid derivative or a salt thereof each having a high purity can be easily and efficiently produced on an industrial scale. The process, which is for producing a 2-amino-3-mercapto-2-methylpropionic acid derivative or a salt thereof each having a high purity, is characterized in that a high-purity, optically active 3,3'-dithiobis(2-amino-2methylpropionic acid) derivative from which impurities have been removed is used as an intermediate and the sulfur-sulfur bond of this intermediate is reductively cleaved to convert the derivative into the corresponding optically active 2-amino-3-mercapto-2-methylpropionic acid derivative without generating by-product impurities difficult to remove.

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Inventors:

MATSUMOTO SHINGO (JP)
MURAO HIROSHI (JP)
YAMAGUCHI TAKAO (JP)
IZUMIDA MASASHI (JP)
UEDA YASUYOSHI (JP)

Application Number:

PCT/JP2004/012157

Publication Date:

March 24, 2005

Filing Date:

August 18, 2004

Export Citation:

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Assignee:

KANEKA CORP (JP)
MATSUMOTO SHINGO (JP)
MURAO HIROSHI (JP)
YAMAGUCHI TAKAO (JP)
IZUMIDA MASASHI (JP)
UEDA YASUYOSHI (JP)

International Classes:

C07C319/06; C07C323/58; C07D233/76; C07D403/12; C12P7/52; C12P11/00; C12P41/00; (IPC1-7): C07C319/06; C07B53/00; C07C323/58; C07D233/76; C12P11/00

Foreign References:

JP2004043309A

2004-02-12

Other References:

KEDROWSKI, BRANT L. ET AL: "Thiazoline ring formation from 2--methylcysteines and 2-halomethylalanines", HETEROCYCLES, vol. 58, 2002, pages 601 - 634, XP002980831
DELLA MONICA, CARMELA ET AL.: "Structural revision of halipeptins: synthesis of the thiazoline unit and isolation of halipeptin C", TETRAHEDRON LETTERS, vol. 43, no. 33, 2002, pages 5707 - 5710, XP004372424

Attorney, Agent or Firm:

KANEKA CORPORATION (Kita-ku Osaka-shi, Osaka, JP)

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