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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 869784Erstellt: 24. Oktober 2026

Ethyl Acetate → (E)-methyl 4-(2-(2-(tert-butoxycarbonyl)ethoxy)ethylamino)-4-oxobut-2-enoate

https://huagongshe.com/de/reaction/869784

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Edukttert-Butyl [2-(2-aminoethoxy)ethyl]carbamateHCID 12106198—
Edukt(E)-4-methoxy-4-oxobut-2-enoateHCID 21721168—
LösungsmittelAcetonitrileHCID 6342—
Produkt(E)-methyl 4-(2-(2-(tert-butoxycarbonyl)ethoxy)ethylamino)-4-oxobut-2-enoateHCID 8665542964%

Reaktionsschritte

tert-Butyl 2-(2-aminoethoxy)ethylcarbamate (1.0 g, 4.90 mmol) was then taken up in 20 mL of CH3CN along with mono methyl fumarate (637 mg, 4.90 mmol) and EDCI (1.7 g. 5.39 mmol). The resulting reaction mixture was stirred at room temperature for 18 h. It was then diluted with EtOAc (20 mL), washed with saturated aqueous NaHCO3, brine, dried (Na2SO4) and concentrated under reduced pressure. The resulting residue was purified by chromatography (9:1 CH2Cl2/MeOH) to afford 1.0 g of (E)-methyl 4-(2-(2-(tert-butoxycarbonyl)ethoxy)ethylamino)-4-oxobut-2-enoate (64% yield). MS (EI) calcd for C14H24N2O6: 316.16. found: 317 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08969354B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-2188da8053ff4171b02b559fec2ef915
Quellennotizuspto-grants-2015_03