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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481757Generated: October 25, 2026

N-[1-(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine-N-carboxyanhydride → Enalapril

https://huagongshe.com/reaction/481757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-[1-(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanine-N-carboxyanhydrideHCID 4639425—
ReactantN-[1(S)-Ethoxycarbonyl-3-phenylpropyl]-L-alanineHCID 5702571—
ProductEnalaprilHCID 538896281.8%

Reaction Steps

In the said patent in the activation reaction of the starting N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine neither the racemization on α-C atom of N-[1-(S)-ethoxycarbonyl-3-phenylpropyl]-L-alanine N-carboxyanhydride is specified nor possible side reactions (J. Org. Chem., 32, 11, 1967) are mentioned. In the optimum Example 4 the reaction yield up to enalapril (base) is 87%. The separation of enalapril maleate is carried out with a 81.8% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05789597
Source datasetuspto-grants-1998_08
ORD IDord-0cc61fe8b98743ddb2f59cfe9f8e3d89
Source noteuspto-grants-1998_08