Title:
PRODUCTION OF CHIRAL ALPHA-HALOGEN CARBOXYLIC ACID
Document Type and Number:
Japanese Patent JP3912818
Kind Code:
B2
Abstract:
PROBLEM TO BE SOLVED: To obtain the subject compound useful for synthesis, etc., of pharmaceutically active substances in high optical yield by enantioselectively hydrogenating the corresponding derivative in the presence of an optically active ruthenium complex.
SOLUTION: When an optically active α-bromo- or α-chlorocarboxylic acid of formula I [X is bromine or chlorine; M is H, NR1+4 (R1 is H or a lower alkyl) or a cation of an alkaline (earth)metal; (n) is 0 or 1; R is H, a 1-20C alkyl, an isolated or protected CHO, etc.; * is center of chirality] or a slat thereof or an ester thereof is produced, α,β-unsaturated compound of formula II is enatioselectively hydrogenated in the presence of an optically active rethenium complex of diphosphine ligand, preferably, of atropisomerism, suitably, formulas III to V [Z is BF-4, ClO-4, B(phenyl)-4 or PF-6; Z1 is a halogen, Y-COO- (Y is a lower alkyl, etc.), etc.; X is benzene, hexamethylbenzene, etc.; (m) is 1 or 2; Z2 is a halogen, etc.; L is diphosphine ligand of atropisomerism].
Inventors:
Emile Alvin Broger
Richard Bueckel
Ivo Clameri
Theodor Lucak
Richard Bueckel
Ivo Clameri
Theodor Lucak
Application Number:
JP15366396A
Publication Date:
May 09, 2007
Filing Date:
June 14, 1996
Export Citation:
Assignee:
ROLIC AG
International Classes:
C07B53/00; B01J31/24; C07B61/00; C07C53/19; C07C51/36; C07C55/32; C07C59/135; C07C59/147; C07C227/14; C07C229/20; C07F15/00; (IPC1-7): C07C53/19; B01J31/24; C07C51/36; C07C55/32; C07C59/135; C07C59/147; C07C227/14; C07C229/20; C07F15/00; //C07B61/00
Domestic Patent References:
| JP5255177A | ||||
| JP3157346A | ||||
| JP63239245A | ||||
| JP6298780A |
Attorney, Agent or Firm:
Hajime Tsukuni
Fusayuki Saito
Yoko Tanaka
Fusayuki Saito
Yoko Tanaka