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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008595Generated: October 30, 2026

Ethylamine → 1-[2-(R)-(3-Ethyl-ureido)-3-(4-methoxyphenyl)-propionyl]-pyrrolidin-2-(S)-carboxylic acid benzyl ester

https://huagongshe.com/reaction/1008595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylamineHCID 6341—
ReactantHCID 57078930HCID 57078930—
SolventDichloromethaneHCID 6344—
Product1-[2-(R)-(3-Ethyl-ureido)-3-(4-methoxyphenyl)-propionyl]-pyrrolidin-2-(S)-carboxylic acid benzyl esterHCID 5369093742%

Reaction Steps

1-[2-(R)-Isocyanato-3-(4-methoxyphenyl)-propionyl]-pyrrolidin-2-(S)-carboxylic acid benzyl ester (0.60 g) was dissolved under nitrogene in 20 mL of dichloromethane and ethyl amine was allowed to pass through at −20° C. for 5 minutes. The mixture was kept stirring for 16 h. The volatiles were pumped off and the remaining residue was purified by silica chromatography (dichloromethane/methanol 80/20) to give 0.29 g (42%) of the title compound as a colorless oil. (+)-APCI-MS: 454(MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797710B2
Source datasetuspto-grants-2004_09
ORD IDord-16f820afd5ce4efb823a25d590a0b1b9
Source noteuspto-grants-2004_09