%0 Journal Article
%T Formal Synthesis of the ACE Inhibitor Benazepril¡¤HCl via an Asymmetric Aza-Michael Reaction
%A Luo-Ting Yu
%A Ji-Ling Huang
%A Ching-Yao Chang
%A Teng-Kuei Yang
%J Molecules
%D 2006
%I MDPI AG
%R 10.3390/11080641
%X A formal enantioselective synthesis of benazepril¡¤HCl (4), an anti- hypertensive drug, is reported. Our synthesis employed an asymmetric aza-Michael addition of L-homophenylalanine ethyl ester (LHPE, 1) to 4-(2-nitrophenyl)-4-oxo- but-2-enoic acid methyl ester (6) as the key step to prepare (2S,3¡¯S)-2-(2-oxo-2,3,4,5- tetrahydro-1H-benzo[b]azepin-3-ylamino)-4-phenylbutyric acid ethyl ester (8), which is the key intermediate leading to benazepril¡¤HCl (4).
%K Asymmetric Aza-Michael reaction
%K L-homophenylalanine ethyl ester
%K benazepril¡¤HCl
%K ACE inhibitor.
%U http://www.mdpi.com/1420-3049/11/8/641