Title:
PROCESS FOR PRODUCING L-&agr -METHYLCYSTEINE DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2004/022766
Kind Code:
A1
Abstract:
A process for easily producing an L-&agr -methylcysteine derivative or its salt, which is useful as a drug intermediate, from a cheap easily procurable raw material through an enzymatic D-stereoselective hydrolysis of racemic 5-halomethyl-5-methylhydantoin. L-&agr -methylcysteine derivative or its salt is produced by converting racemic 5-halomethyl-5-methylhydantoin to L-5-halomethyl-5-methylhydantoin through an enzymatic D-stereoselective hydrolysis, reacting the L-5-halomethyl-5-methylhydantoin with a sulfurizing agent into L-5-methyl-5-thiomethylhydantoin and hydrolyzing the L-5-methyl-5-thiomethylhydantoin.
Inventors:
OHISHI TAKAHIRO (JP)
NANBA HIROKAZU (JP)
SUGAWARA MASANOBU (JP)
IZUMIDA MASASHI (JP)
HONDA TATSUYA (JP)
MORI KOUHEI (JP)
YANAGISAWA SATOHIRO (JP)
INOUE KENJI (JP)
NANBA HIROKAZU (JP)
SUGAWARA MASANOBU (JP)
IZUMIDA MASASHI (JP)
HONDA TATSUYA (JP)
MORI KOUHEI (JP)
YANAGISAWA SATOHIRO (JP)
INOUE KENJI (JP)
Application Number:
PCT/JP2003/010881
Publication Date:
March 18, 2004
Filing Date:
August 27, 2003
Export Citation:
Assignee:
KANEKA CORP (JP)
OHISHI TAKAHIRO (JP)
NANBA HIROKAZU (JP)
SUGAWARA MASANOBU (JP)
IZUMIDA MASASHI (JP)
HONDA TATSUYA (JP)
MORI KOUHEI (JP)
YANAGISAWA SATOHIRO (JP)
INOUE KENJI (JP)
OHISHI TAKAHIRO (JP)
NANBA HIROKAZU (JP)
SUGAWARA MASANOBU (JP)
IZUMIDA MASASHI (JP)
HONDA TATSUYA (JP)
MORI KOUHEI (JP)
YANAGISAWA SATOHIRO (JP)
INOUE KENJI (JP)
International Classes:
C07C319/06; C07C319/14; C07C323/58; C07C327/34; C07D233/76; C12P17/10; C12P41/00; (IPC1-7): C12P17/14; C07C319/06; C07C319/14; C07C323/58; C07D233/76; C12P41/00
Foreign References:
| EP0175312A2 | 1986-03-26 | |||
| EP0801131A1 | 1997-10-15 |
Other References:
TAHARA S. ET AL.: "Studies on alpha-alkyl-alpha-amino acids. Part II. Hydantoins containing chlorines on the side-chain and their alkaline hydrolysis prodcuts", AGR. BIOL. CHEM., vol. 35, no. 11, 1971, pages 1806 - 1809, XP002973996
TAHARA S. ET AL.: "Studies on alpha-alkyl-alpha-amino acids. Part I. Synthesis on S-alkyl-2-methyl-DL-cysteines", AGR. BIOL. CHEM., vol. 35, no. 1, 1971, pages 53 - 57, XP002973997
NISHIMURA A. ET AL.: "Radioprotective effects of thiomethylhydantoin derivatives on escherichia coli and mice", ACTA MED. OKAYAMA, vol. 41, no. 5, 1987, pages 187 - 193, XP002973998
AKAJI K. ET AL.: "Total synthesis of Thiangazole", TETRAHEDRON, vol. 55, 1999, pages 10685 - 10694, XP004180386
TAHARA S. ET AL.: "Studies on alpha-alkyl-alpha-amino acids. Part I. Synthesis on S-alkyl-2-methyl-DL-cysteines", AGR. BIOL. CHEM., vol. 35, no. 1, 1971, pages 53 - 57, XP002973997
NISHIMURA A. ET AL.: "Radioprotective effects of thiomethylhydantoin derivatives on escherichia coli and mice", ACTA MED. OKAYAMA, vol. 41, no. 5, 1987, pages 187 - 193, XP002973998
AKAJI K. ET AL.: "Total synthesis of Thiangazole", TETRAHEDRON, vol. 55, 1999, pages 10685 - 10694, XP004180386
Attorney, Agent or Firm:
KANEKA CORPORATION (Kita-ku Osaka-shi, Osaka, JP)
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