Title:
PROCESS FOR PRODUCING L-ERYTHRO-(1R,2S)-2-AMINO-1-PHENYLPROPAN-1-OL
Document Type and Number:
WIPO Patent Application WO/2000/039071
Kind Code:
A1
Abstract:
An efficient process for stereoselectively producing L-erythro-(1R,2S)-2-amino-1-phenylpropan-1-ol from L-(R)-phenylacetylcarbinol, which comprises reductively aminating L-(R)-phenylacetylcarbinol with a primary aralkylamine under catalytic reduction conditions and successively subjecting the resultant L-erythro-(1R,2S)-2-(N-aralkylamino)-1-phenylpropan-1-ol to catalytic reduction to remove the N-aralkyl group in a manner as in hydrogenolysis.
Inventors:
IKUNAKA MASAYA (JP)
CHIKUSA YASUO (JP)
MATSUMOTO JUN (JP)
HIRAYAMA YOSHIHIKO (JP)
CHIKUSA YASUO (JP)
MATSUMOTO JUN (JP)
HIRAYAMA YOSHIHIKO (JP)
Application Number:
PCT/JP1999/007206
Publication Date:
July 06, 2000
Filing Date:
December 22, 1999
Export Citation:
Assignee:
NAGASE & CO LTD (JP)
IKUNAKA MASAYA (JP)
CHIKUSA YASUO (JP)
MATSUMOTO JUN (JP)
HIRAYAMA YOSHIHIKO (JP)
IKUNAKA MASAYA (JP)
CHIKUSA YASUO (JP)
MATSUMOTO JUN (JP)
HIRAYAMA YOSHIHIKO (JP)
International Classes:
C07C213/02; C07C215/30; (IPC1-7): C07C213/02; C07C215/28
Foreign References:
| JPS4533172B1 | 1970-10-26 |
Other References:
JACKSON W. ROY: "Applications of Optically Active Aryl Cyanohydrins in the Synthesis of alpha-Hydroxy Aldehydes, alpha-Hydroxy Ketones and beta-Hydroxy Amines", AUST. J. CHEM., 1990, pages 2045 - 2062, XP002926454
CHEMICAL ABSTRACTS, vol. 124, no. 21, 20 May 1996, Columbus, Ohio, US; abstract no. 288979A, SUBRAMANIAN: "Fermentation of benzaldehyde and urea and molasses followed by catalytic reductive amination" page 1287; column 2; XP002926455
CHEMICAL ABSTRACTS, vol. 113, no. 11, 10 September 1990, Columbus, Ohio, US; abstract no. 97101W, JACKSON W. ROY: "Stereoselective synthese of ephedrine and related 2-amino alcohols of high optical purity from protected cyanohydrins" page 662; column 1; XP002926456
CHEMICAL ABSTRACTS, vol. 108, no. 15, 11 April 1988, Columbus, Ohio, US; abstract no. 131150V, SUBRAMANIAN PREMA M.: "Synthesis of (1RS,2SR)-(+/-)-2-amino-1-phenyl-2-propanone" page 692; column 1; XP002926457
See also references of EP 1142864A4
CHEMICAL ABSTRACTS, vol. 124, no. 21, 20 May 1996, Columbus, Ohio, US; abstract no. 288979A, SUBRAMANIAN: "Fermentation of benzaldehyde and urea and molasses followed by catalytic reductive amination" page 1287; column 2; XP002926455
CHEMICAL ABSTRACTS, vol. 113, no. 11, 10 September 1990, Columbus, Ohio, US; abstract no. 97101W, JACKSON W. ROY: "Stereoselective synthese of ephedrine and related 2-amino alcohols of high optical purity from protected cyanohydrins" page 662; column 1; XP002926456
CHEMICAL ABSTRACTS, vol. 108, no. 15, 11 April 1988, Columbus, Ohio, US; abstract no. 131150V, SUBRAMANIAN PREMA M.: "Synthesis of (1RS,2SR)-(+/-)-2-amino-1-phenyl-2-propanone" page 692; column 1; XP002926457
See also references of EP 1142864A4
Attorney, Agent or Firm:
Aoyama, Tamotsu (Shiromi 1-chome Chuo-ku Osaka-shi, Osaka, JP)
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