Title:
PROCESSES FOR PRODUCTION OF OPTICALLY ACTIVE COMPOUNDS
Document Type and Number:
WIPO Patent Application WO/2005/121117
Kind Code:
A1
Abstract:
A process for the production of optically active compounds (Ia) or (Ib) which comprises the first step of reacting a compound (II) with a compound (III) in the presence of a base to form a diastereomer mixture (I) and the second step of crystallizing an optically active compound (Ia) or (Ib) from the mixture (I) while making the mixture (I) undergo equilibrium epimerization in the presence of a base; and a process for the production of optically active compounds (IVa) or (IVb) by utilizing the above process.
Inventors:
MATSUI KOZO (JP)
MAEDA HIROSHI (JP)
ITAYA NOBUSHIGE (JP)
MAEDA HIROSHI (JP)
ITAYA NOBUSHIGE (JP)
Application Number:
PCT/JP2005/011190
Publication Date:
December 22, 2005
Filing Date:
June 13, 2005
Export Citation:
Assignee:
SUMITOMO CHEMICAL CO (JP)
MATSUI KOZO (JP)
MAEDA HIROSHI (JP)
ITAYA NOBUSHIGE (JP)
MATSUI KOZO (JP)
MAEDA HIROSHI (JP)
ITAYA NOBUSHIGE (JP)
International Classes:
C07B53/00; C07C231/02; C07D207/273; C07D311/66; C07C233/02; (IPC1-7): C07D311/66; C07B53/00; C07D207/273
Foreign References:
| JPH08253440A | 1996-10-01 | |||
| JPS597193A | 1984-01-14 | |||
| JP2000351776A | 2000-12-19 |
Other References:
OCAIN T.D. ET AL: "New modified heterocyclic phenylalanine derivatives. Incorporation into potent inhibitors of human renin", J. MED. CHEM., vol. 35, no. 5, 1992, pages 823 - 832, XP000563868
CAVESTRI R.C. EDDT AL: "Antilipidemic activity of 4-oxo-functionalized ethyl 6-chlorochroman-2-carboxylate analogs and a related tricyclic lactone in three rat models", LIPIDS, vol. 16, no. 1, 1981, pages 30 - 36, XP002995870
HANAYA K. ET AL: "Factors controlling the reduction of ester group with sodium borohydride", NEW J. CHEM., vol. 6, no. 3, 1982, pages 149 - 154, XP002995871
GREENE T.W. ET AL: "Protective Groups in Organic Synthesis", 1991, JOHN WILEY & SONS, INC, pages: 267 - 268, XP002995872
EBBERS E.J. ET AL: "Controlled racemization of optically active organic compounds: Prospects for asymetric transformation-REVIEW ARTICLE", TETRAHEDRON, vol. 53, no. 28, 1997, pages 9417 - 9476, XP004105880
ARAI K.: "Isomerizetion-Crystallization Method in Optical Resolution", YIKI GOSEI KAGAKU, vol. 44, no. 6, 1986, pages 486 - 498, XP002995873
SHIRAIWA T. ET AL: "Asymmetric Transformation by Epimerization-Crystallization of DL-Amino Acids", ENGINEERING & TECHNOLOGY, vol. 10, no. 3, 1993, pages 127 - 132, XP002995874
ARAI K.: "Kogaku Iseitai no Bunri III Kagakuteki Kogaku Bunkatsuho Racemism-ka to Isei Kasho Shutsuho", KIKAN KAGAKU SOSETSU, no. 6, 1989, pages 55 - 67, XP002995875
CAVESTRI R.C. EDDT AL: "Antilipidemic activity of 4-oxo-functionalized ethyl 6-chlorochroman-2-carboxylate analogs and a related tricyclic lactone in three rat models", LIPIDS, vol. 16, no. 1, 1981, pages 30 - 36, XP002995870
HANAYA K. ET AL: "Factors controlling the reduction of ester group with sodium borohydride", NEW J. CHEM., vol. 6, no. 3, 1982, pages 149 - 154, XP002995871
GREENE T.W. ET AL: "Protective Groups in Organic Synthesis", 1991, JOHN WILEY & SONS, INC, pages: 267 - 268, XP002995872
EBBERS E.J. ET AL: "Controlled racemization of optically active organic compounds: Prospects for asymetric transformation-REVIEW ARTICLE", TETRAHEDRON, vol. 53, no. 28, 1997, pages 9417 - 9476, XP004105880
ARAI K.: "Isomerizetion-Crystallization Method in Optical Resolution", YIKI GOSEI KAGAKU, vol. 44, no. 6, 1986, pages 486 - 498, XP002995873
SHIRAIWA T. ET AL: "Asymmetric Transformation by Epimerization-Crystallization of DL-Amino Acids", ENGINEERING & TECHNOLOGY, vol. 10, no. 3, 1993, pages 127 - 132, XP002995874
ARAI K.: "Kogaku Iseitai no Bunri III Kagakuteki Kogaku Bunkatsuho Racemism-ka to Isei Kasho Shutsuho", KIKAN KAGAKU SOSETSU, no. 6, 1989, pages 55 - 67, XP002995875
Attorney, Agent or Firm:
Enomoto, Masayuki c/o Sumitomo Chemical Intellectual Property Service (Limited 5-33, Kitahama 4-chome, Chuo-k, Osaka-shi Osaka 50, JP)
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