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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187984Generated: October 30, 2026

Potassium Carbonate → (2r)-[t-Butyloxycarbonyl(4'-chlorobiphenyl-4-sulfonyl)amino]-4-(3,4,4-trimethyl-2,5-dioxoimidazolidin-1-yl)butyric acid t-butyl ester

https://huagongshe.com/reaction/2187984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,5,5-Trimethylimidazolidine-2,4-dioneHCID 81295—
Reactant(2R)-[t-butyloxycarbonyl(4'-chlorobiphenyl-4-sulfonyl)amino]-4-iodobutyric acid t-butyl esterHCID 53729423—
Catalyst18-Crown-6HCID 28557—
SolventDimethylformamideHCID 6228—
Product(2r)-[t-Butyloxycarbonyl(4'-chlorobiphenyl-4-sulfonyl)amino]-4-(3,4,4-trimethyl-2,5-dioxoimidazolidin-1-yl)butyric acid t-butyl esterHCID 6928768141%

Reaction Steps

To a solution of the title F compound, (2R)-[t-butyloxycarbonyl(4′-chlorobiphenyl-4-sulfonyl)amino]-4-iodobutyric acid t-butyl ester (0.6 g, 0.94 mmol) in 10 mL DMF is added 3,4,4-trimethyl-2,5-dioxoimidazolidine and potassium carbonate (0.65 g, 4.72 mmol) followed by 2 mg of 18-crown-6. The reaction mixture is stirred at room RT for 3 h, then partitioned between water and EtOAc. The organic solution is washed with brine, dried over anhydrous Na2SO4 and concentrated. Chomatography on silica gel (eluant; 1/19—EtOAc/hexane) affords the title compound as a white foam (0.25 g, 41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410580B1
Source datasetuspto-grants-2002_06
ORD IDord-99c838b5a3b542dc8d4c75a00fe71ce3
Source noteuspto-grants-2002_06