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Methyl 2-methoxycarbonyl-3-phenylpropionate derivatives were prepared, and their inhibitory activities for angiotensin converting enzyme (ACE) were evaluated. The inhibitiory activity of methyl 3-{4-[2- [N-(4-methylbenzylphenyl)methyl,N-methylamino]ethoxy]phenyl} -2-methoxycarbonylpropionate (5b, IC50 = 0.0039 μM) and methyl 3-{4-[2-[N-bis(4-methoxy phenyl)methyl,N-methylamino]ethoxy]phenyl}-2- methoxycarbonylpropionate (5d, IC50 = 0.0027 μM) was higher than that of control drug captopril (IC50 = 0.0075 μM).