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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4369Generated: October 25, 2026

Ethyl Acetate → Nalpha-[1(S)-ethoxycarbonyl-3-phenyl-3-oxo-propyl]-Nepsilon-t-butoxycarbonyl-(S)-lysyl-(S)-proline-t-butylester

https://huagongshe.com/reaction/4369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantEthyl (2E)-4-oxo-4-phenyl-2-butenoateHCID 5369605—
ReactantH-Lys(Boc)-Pro-OtBuHCID 14010669—
SolventDiethyl EtherHCID 3283—
ProductNalpha-[1(S)-ethoxycarbonyl-3-phenyl-3-oxo-propyl]-Nepsilon-t-butoxycarbonyl-(S)-lysyl-(S)-proline-t-butylesterHCID 86741992—

Reaction Steps

8.0 g (20 mmoles) of Nε -t-butoxycarbonyl-(S)-lysyl-(S)-proline-t-butylester are dissolved in 100 ml of diethyl ether and 4.48 g (22 mmoles) of E-ethyl-3-benzoyl-acrylate are added to the solution. The reaction mixture is stirred at room temperature for 5 hours. After evaporation of the solvent the title product is isolated on a Kieselgel column in the form of transparent oil. Rf =0.49 i(in a 7:3 eluent mixture of ethyl acetate and ether).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04725617
Source datasetuspto-grants-1988_02
ORD IDord-b8a5aa9b39d74e0b898f76e9233cf62f
Source noteuspto-grants-1988_02