Title:
TRANS-2-[(&agr -METHYLBENZYL)AMINO]CYCLOPENTANOL BEING PURE AS DIASTEREOISOMER
Document Type and Number:
WIPO Patent Application WO/2004/089871
Kind Code:
A1
Abstract:
A method for producing trans-2-[(&agr -methylbenzyl)amino] cyclopentanol being highly pure as a diastereoisomer, which comprises reacting a mixture of two diastereoisomers of trans-2-[(&agr -methylbenzyl)amino]cyclopentanol represented by the following general formula (1): wherein the absolute configuration of &agr -position is independently an R-cofiguration or an S-configuration, with succinic acid in a solvent to form succinic acid salts of both diastereoisomers, precipitating a slightly soluble salt in a mixture of succinic acid salts of two diastereoisomers from a solvent, and subjecting a mixture of a slightly soluble succinic acid salt of a diastereoisomer as a solid phase and a liquid phase containing an easily soluble succinic acid salt of a diastereoisomer as a primary component to the solid-liquid separation. The method allows the production of the above diastereoisomer on a commercial scale.
Inventors:
IGARASHI YOSHIO (JP)
NOBESHIMA HIROBUMI (JP)
OKAWA MASAKI (JP)
NOBESHIMA HIROBUMI (JP)
OKAWA MASAKI (JP)
Application Number:
PCT/JP2003/004512
Publication Date:
October 21, 2004
Filing Date:
April 09, 2003
Export Citation:
Assignee:
TAMA KAGAKU KOGYO CO LTD (JP)
IGARASHI YOSHIO (JP)
NOBESHIMA HIROBUMI (JP)
OKAWA MASAKI (JP)
IGARASHI YOSHIO (JP)
NOBESHIMA HIROBUMI (JP)
OKAWA MASAKI (JP)
International Classes:
C07B57/00; C07C213/10; C07C215/44; (IPC1-7): C07C215/44; C07B57/00; C07C213/10
Foreign References:
| JP2003160546A | 2003-06-03 |
Other References:
AUBE JEFFREY ET AL.: "Synthesis of enantiopure N-tert-butoxy-carbonyl-2-aminocycloalkanones", SYNTHETIC COMMUNICATIONS, vol. 22, no. 20, 1992, pages 3003 - 3012, XP008040719
OVERMAN L.E., SUGAIS: "A convenient method for obtaining trans-2-aminocyclohexanol and trans-2-aminocyclopentanol in enentiometrically pure form", JOURNAL OF ORGANIC CHEMISTRY, vol. 50, no. 21, 1985, pages 4154 - 4155, XP002904721
THE CHEMICAL SOCIETY OF JAPAN: "Kagaku sosetsu no.4, fusei hanno no kagaku", JAPAN SCIENTIFIC SOCIETIES PRESS, no. 4, pages 240 - 243, XP002982568
OVERMAN L.E., SUGAIS: "A convenient method for obtaining trans-2-aminocyclohexanol and trans-2-aminocyclopentanol in enentiometrically pure form", JOURNAL OF ORGANIC CHEMISTRY, vol. 50, no. 21, 1985, pages 4154 - 4155, XP002904721
THE CHEMICAL SOCIETY OF JAPAN: "Kagaku sosetsu no.4, fusei hanno no kagaku", JAPAN SCIENTIFIC SOCIETIES PRESS, no. 4, pages 240 - 243, XP002982568
Attorney, Agent or Firm:
Takagi, Chiyoshi (10 Kojimachi 1-chom, Chiyoda-ku Tokyo, JP)
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