Title:
PROCESS FOR PRODUCING OPTICALLY ACTIVE &agr -METHYLCYSTEINE DERIVATIVE
Document Type and Number:
WIPO Patent Application WO/2003/106689
Kind Code:
A1
Abstract:
It is intended to provide a process for conveniently producing on an industrial scale an optically active &agr -methylcysteine derivative or its salt in the form of an L- or D-compound, which is useful as an intermediate of a drug, etc., from a less expensive and easily available material. Namely, a process for producing an optically active &agr -methylcysteine derivative or its salt in the form of an L- or D-compound which comprises D-selectively cyclizing a racemic N-carbamoyl-&agr -methylcysteine derivative or its salt with the use of hydantoinase to give a D-5-methyl-5-thiomethylhydantoin derivative or its salt and N-carbamoyl-&agr -methyl-L-cysteine derivative or its salt, and then deblocking and hydrolyzing the amino group and the sulfur atom of each product.
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Inventors:
OHISHI TAKAHIRO (JP)
NANBA HIROKAZU (JP)
SUGAWARA MASANOBU (JP)
IZUMIDA MASASHI (JP)
HONDA TATSUYA (JP)
MORI KOHEI (JP)
YANAGISAWA SATOHIRO (JP)
NAGASHIMA NOBUO (JP)
INOUE KENJI (JP)
NANBA HIROKAZU (JP)
SUGAWARA MASANOBU (JP)
IZUMIDA MASASHI (JP)
HONDA TATSUYA (JP)
MORI KOHEI (JP)
YANAGISAWA SATOHIRO (JP)
NAGASHIMA NOBUO (JP)
INOUE KENJI (JP)
Application Number:
PCT/JP2003/007108
Publication Date:
December 24, 2003
Filing Date:
June 05, 2003
Export Citation:
Assignee:
KANEKA CORP (JP)
OHISHI TAKAHIRO (JP)
NANBA HIROKAZU (JP)
SUGAWARA MASANOBU (JP)
IZUMIDA MASASHI (JP)
HONDA TATSUYA (JP)
MORI KOHEI (JP)
YANAGISAWA SATOHIRO (JP)
NAGASHIMA NOBUO (JP)
INOUE KENJI (JP)
OHISHI TAKAHIRO (JP)
NANBA HIROKAZU (JP)
SUGAWARA MASANOBU (JP)
IZUMIDA MASASHI (JP)
HONDA TATSUYA (JP)
MORI KOHEI (JP)
YANAGISAWA SATOHIRO (JP)
NAGASHIMA NOBUO (JP)
INOUE KENJI (JP)
International Classes:
C07C319/06; C07D233/76; C12P13/12; C12P17/04; C12P17/10; C12P41/00; C07C323/58; (IPC1-7): C12P13/12; C07C319/02; C07C319/14; C07C323/58; C12P17/04
Domestic Patent References:
| WO2001072702A2 | 2001-10-04 | |||
| WO2002074750A1 | 2002-09-26 |
Foreign References:
| US5338859A | 1994-08-16 | |||
| EP0801131A1 | 1997-10-15 | |||
| EP0725142A1 | 1996-08-07 | |||
| EP0175312A2 | 1986-03-26 | |||
| JPS4948534B1 | 1974-12-21 | |||
| JPS5658493A | 1981-05-21 |
Other References:
MULQUEEN G.C. ET AL.: "Synthesis of the thiazoline-based siderophore (S)-desferrithiocin", TETRAHEDRON, vol. 49, no. 24, 1993, pages 5359 - 5364, XP001119496
PATTENDEN G. ET AL.: "Enantioselective synthesis of 2-alkyl substituted cysteines", TETRAHEDRON, vol. 49, no. 10, 1993, pages 2131 - 2138, XP002174899
See also references of EP 1550725A4
PATTENDEN G. ET AL.: "Enantioselective synthesis of 2-alkyl substituted cysteines", TETRAHEDRON, vol. 49, no. 10, 1993, pages 2131 - 2138, XP002174899
See also references of EP 1550725A4
Attorney, Agent or Firm:
Yasutomi, Yasuo (4-20 Nishinakajima 5-chome, Yodogawa-k, Osaka-shi Osaka, JP)
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