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Title:
BENZYLAMINE DERIVATIVES, METHOD FOR OPTICAL RESOLUTION OF BENZYLAMINE DERIVATIVES, PROCESS FOR PRODUCTION OF BENZYLAMINE DERIVATIVES, PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE BENZYLAMINE DERIVATIVES, AND PROCESS FOR PRODUCTION OF (1R, 2S)-2-AMINO-1-(4-HYDROXYPHENYL)PROPAN-1-OL
Document Type and Number:
WIPO Patent Application WO/2007/000918
Kind Code:
A1
Abstract:
Benzylamine derivatives having structures represented by the general formula (1): (1) a method for the optical resolution of benzylamine derivatives which comprises using optically active mandelic acid as the reagent for optical resolution; and a process for the production of optically active benzylamine derivatives which comprises the optical resolution step of precipitating an optically active (S)-benzylamine derivative represented by the general formula (3) as a salt thereof with (S)-mandelic acid in a solution containing the corresponding benzylamine derivative of the general formula (1) and (S)-mandelic acid: (3) wherein Ar is aryl of 6 to 15 carbon atoms which may be substituted; and *1 represents an asymmetric carbon atom.

Inventors:
SUGIYAMA TERUAKI (JP)
FUJISHIMA AKINORI (JP)
UMETANI ATSUSHI (JP)
MATSUNAGA NOBUTAKA (JP)
OMORI YOSHIYUKI (JP)
SEKO NORIHIKO (JP)
Application Number:
PCT/JP2006/312367
Publication Date:
January 04, 2007
Filing Date:
June 20, 2006
Export Citation:
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Assignee:
ALPS PHARMACEUTICAL IND CO LTD (JP)
SUGIYAMA TERUAKI (JP)
FUJISHIMA AKINORI (JP)
UMETANI ATSUSHI (JP)
MATSUNAGA NOBUTAKA (JP)
OMORI YOSHIYUKI (JP)
SEKO NORIHIKO (JP)
International Classes:
C07C225/16; C07C213/00; C07C215/60; C07C221/00; C07B55/00; C07B57/00
Domestic Patent References:
WO2003104186A12003-12-18
WO1994001392A11994-01-20
Foreign References:
JP2002535298A2002-10-22
JP2003507357A2003-02-25
JPH08208572A1996-08-13
Other References:
TAKEDA H. ET AL.: "EFFICIENT ASYMMETRIC HYDROGENATION OF alpha-AMINOACETOPHENONE DERIVATIVES LEADING TO PRACTICAL SYNTHESIS OF (S)-(-)-LEVAMISOLE", TETRAHEDRON LETTERS, vol. 30, no. 3, 1989, pages 363 - 366, XP003002751
NADKARNI D. ET AL.: "Diastereoselectivity in the Reduction of alpha-Oxy- and alpha-Amino-Substituted Acyclic Ketones by Polymethylhydrosiloxane", JOURNAL OF ORGANIC CHEMISTRY, vol. 68, no. 2, 2003, pages 594 - 596, XP003002752
Attorney, Agent or Firm:
ONDA, Hironori (Ohmiya-cho 2-chome Gifu-sh, Gifu 31, JP)
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