Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: (S)-3-((S)-2-(((S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)-1-methyl-2-oxoimidazolidine-4-carboxylic acid hydrochloride, is researched, Molecular C20H28ClN3O6, CAS is 89396-94-1, about Studies on angiotensin converting enzyme inhibitors. 4. Synthesis and angiotensin converting enzyme inhibitory activities of 3-acyl-1-alkyl-2-oxoimidazolidine-4-carboxylic acid derivatives.HPLC of Formula: 89396-94-1.
(4S)-1-Alkyl-3-[[N-(carboxyalkyl)amino]acyl]-2-oxoimidazolidine-4-carboxylic acid derivatives, e.g. I [R1 = H, R2 = (S)-Me, R3 = CH2CH2Ph] were prepared by two methods. Their angiotensin-converting enzyme (ACE) inhibitory activities and antihypertensive effects were evaluated, and the structure-activity relationships were discussed. The dicarboxylic acids possessing the S,S,S-configuration showed potent in vitro ACE inhibitory activities with IC50 values of (1.1 × 10-8-1.5 × 10-9 M. The most potent compound in this series, monoester I·HCl [R1 = Et, R2 = (S)-Me, R3 = CH2CH2Ph] had an ID50 value of 0.24 mg/kg, po for inhibition of angiotensin I-induced pressor response in normotensive rats and produced a dose-dependent decrease in systolic blood pressure of spontaneously hypertensive rats (SHRs) at doses of 1-10 mg/kg, po.
In addition to the literature in the link below, there is a lot of literature about this compound((S)-3-((S)-2-(((S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)-1-methyl-2-oxoimidazolidine-4-carboxylic acid hydrochloride)HPLC of Formula: 89396-94-1, illustrating the importance and wide applicability of this compound(89396-94-1).
Reference:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”