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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651781Generated: November 1, 2026

Trifluoroacetic acid → (E)-2(R)-[1(S)-(carboxy)-4-phenyl-3-butenyl]-4-methyl-N-(2,5-dioxo-1-imidazolidinyl)valeramide

https://huagongshe.com/reaction/651781

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(E)-2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenyl-3-butenyl]-4-methyl-N-(2,5-dioxo 1-imidazolidinyl)valeramideHCID 69709364—
SolventDichloromethaneHCID 6344—
Product(E)-2(R)-[1(S)-(carboxy)-4-phenyl-3-butenyl]-4-methyl-N-(2,5-dioxo-1-imidazolidinyl)valeramideHCID 69711202117.7%

Reaction Steps

A solution of 0.783 g of (E)-2(R)-[1(S)-(tert-butoxycarbonyl)-4-phenyl-3-butenyl]-4-methyl-N-(2,5-dioxo-1-imidazolidinyl)valeramide in 20 ml of dichloromethane was treated with 10 ml of trifluoroacetic acid. The mixture was stirred at room temperature for 4 hours and evaporated. Traces of trifluoroacetic acid were removed by the three-fold addition and evaporation of toluene to give 0.805 g of (E)-2(R)-[1(S)-(carboxy)-4-phenyl-3-butenyl]-4-methyl-N-(2,5-dioxo-1-imidazolidinyl)valeramide in the form of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06281363B1
Source datasetuspto-grants-2001_08
ORD IDord-502e09f53205459fba663d35a583e7d4
Source noteuspto-grants-2001_08