C - Chemistry – Metallurgy – 07 – C
Patent
C - Chemistry, Metallurgy
07
C
260/468.1, 260/4
C07C 229/34 (2006.01) C07C 233/46 (2006.01) C07C 271/06 (2006.01) C07C 271/22 (2006.01)
Patent
CA 1277993
Abstract of the Disclosure A process for preparing N2-(1-carboxy-3-oxo-3- phenylpropyl)-L-lysine derivative having the formula (I): Image (I) wherein R1 is an alkyl group and R2 is an acyl or urethane type protecting group, which comprises reacting a .beta.-benzoylacrylic acid ester with an L-lysine derivative in the presence of a base, a process for preparing N2- (1-carboxy-3-phenylpropyl)-L-lysine derivative by the catalytic hydrogenolysis of the compound (I), N2-(1- ethoxycarbonyl-3-oxo-3-phenylpropyl)-N6-trifluoroacetyl- L-lysine and N2-(1-ethoxycarbonyl-3-phenylpropyl)-N6- trifluoroacetyl-L-lysine, especially which having (S)- configuration with respect to the asymmetric carbon atom at the 1-position of the propyl group. According to the present invention, there can be obtained, economically and in a high yield, N2-(1- carboxy-3-oxo-3-phenylpropyl)-L-lysine derivative, especially optically active N2-[1-(S)-carboxy-3-oxo-3- phenylpropyl]-L-lysine derivative, and the reduced compounds thereof, the derivative being useful as the intermediate of lysinopril which is expected to be used as an antihypertensive agent, and the present invention provldes a remarkably useful method for the economical and efficient production of lysinopril in industrial scale.
532830
Inoue Kenji
Ohashi Takehisa
Takahashi Satomi
Watanabe Kiyoshi
Yamada Kazuhiko
Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
Osler Hoskin & Harcourt Llp
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