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HRID 869784作成日:2026年10月25日

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

https://huagongshe.com/reaction/869784

反応式

関与物質

役割名称HCID仕込み量
反応物Ethyl AcetateHCID 8857—
反応物1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
反応物tert-Butyl [2-(2-aminoethoxy)ethyl]carbamateHCID 12106198—
反応物(E)-4-methoxy-4-oxobut-2-enoateHCID 21721168—
溶媒AcetonitrileHCID 6342—
生成物(E)-methyl 4-(2-(2-(tert-butoxycarbonyl)ethoxy)ethylamino)-4-oxobut-2-enoateHCID 8665542964%

反応手順

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).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08969354B2
出典データセットuspto-grants-2015_03
ORD IDord-2188da8053ff4171b02b559fec2ef915
出典メモuspto-grants-2015_03