Title:
METHOD FOR PRODUCING OPTICALLY ACTIVE AMINOKETONE AND AMINOALCOHOL
Document Type and Number:
Japanese Patent JP3856850
Kind Code:
B2
Abstract:
PURPOSE: To obtain the subject compounds useful as synthetic intermediates for medicines, agrichemicals, etc., or as optical resolving agents under mild conditions by a new one step method comprising directly reacting an α-amino acid derivative with an excessive amount of a Grignard reagent.
CONSTITUTION: One mole of an α-amino acid derivative of formula I (R1 is alkyl, amino-protecting group; R2 is 1-8C alkyl, aryl, etc.; C* is asymmetric carbon atom) is reacted with five or more moles of a Grignard reagent of formula: R3 MgX (R3 is 6-20C hydrocarbon; X is halogen) usually in a solution below the refluxing temperature of the solution, preferably at 15-50°C, to obtain the objective compound of formula II. The reaction solvent is preferably THF. When e.g. N-benzyloxycarbonyl-L-serine and phenylmagnesium bromide are used as the starting raw material of formula I and as the Grignard reagent, respectively, (2S)-2-benzyloxycarbonylamino-3-hydroxy-1-phenylpropane is obtained as the compound of formula II.
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Inventors:
Hidekazu Oyamada
Masayuki Jimbo
Masayuki Jimbo
Application Number:
JP21525594A
Publication Date:
December 13, 2006
Filing Date:
August 18, 1994
Export Citation:
Assignee:
Seikagaku Corporation
International Classes:
C07C213/00; C07C215/08; C07C221/00; C07C225/06; C07C271/12; (IPC1-7): C07C215/08; C07C213/00; C07C221/00; C07C225/06; C07C271/12; //C07M7:00
Domestic Patent References:
| JP2003615A | ||||
| JP50029535A | ||||
| JP49000202A | ||||
| JP62209047A |
Attorney, Agent or Firm:
Shisei Patent Office
Hajime Hasegawa
Kimura Hayashi
Sumiko Matsuda
Hajime Hasegawa
Kimura Hayashi
Sumiko Matsuda