Title:
光学活性3-(4-ヒドロキシフェニル)プロピオン酸類の製造方法
Document Type and Number:
Japanese Patent JP2007512222
Kind Code:
A
Abstract:
The present invention relates to a process for producing an optically active 3-(4-hydroxyphenyl)propionic acid useful as intermediates for medicines, through short steps in good yield and with high optical purity. More specifically, the present invention relates to a process for producing an optically active 3-(4-hydroxyphenyl)propionic acid of the formula (6): wherein R2 is an alkyl group; R5 to R8 are each independently a hydrogen atom or a substituent; and the symbol * is an chiral carbon atom, or a salt thereof, which comprises reacting a benzaldehyde of the formula (1): wherein R1 is a protective group; and R5 to R8 are each the same as defined above, with a glycolic acid derivative of the formula (2): wherein R3 is a hydrocarbon group; and R2 is the same as defined above, hydrolyzing the resulting product to give a cinnamic acid of the formula (4): wherein R1, R2 and R5 to R8 are each the same as defined above, or a salt thereof, and subjecting the resulting cinnamic acid (4) or a salt thereof to asymmetric hydrogenation to give an optically active phenylpropionic acid of the formula (5): wherein all the symbols are each the same as defined above, or a salt thereof, followed by deprotection.
Inventors:
Toru Yokozawa
Hideo Shimizu
Takahiro Fujiwara
Yuki Ino
Hideo Shimizu
Takahiro Fujiwara
Yuki Ino
Application Number:
JP2006520429A
Publication Date:
May 17, 2007
Filing Date:
November 26, 2004
Export Citation:
Assignee:
Takasago International Corporation
International Classes:
C07C51/36; C07C51/09; C07C51/377; C07C51/41; C07C51/43; C07C59/64; C07C59/66; C07B53/00; C07B57/00; C07B61/00
Domestic Patent References:
| JP2003515578A | 2003-05-07 | |||
| JPH03275691A | 1991-12-06 | |||
| JPH03157346A | 1991-07-05 | |||
| JP2002509906A | 2002-04-02 |
Attorney, Agent or Firm:
Ryu Iwatani