반응 #1014086

반응 방정식

EtOAc

tert-Butyl 2-(2-aminoethoxy)ethylcarbamate

mono methyl fumarate

EDCI

→

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

수율 64.0%

용매

CH3CN

반응 조건

후처리

1. 1
   기타The resulting reaction mixture
2. 2
   세척washed with saturated aqueous NaHCO3, brine
3. 3
   건조dried (Na2SO4)
4. 4
   농축concentrated under reduced pressure
5. 5
   기타The resulting residue was purified by chromatography (9:1 CH2Cl2/MeOH)

실험 절차

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) called for C14H24 N2O6: 316.16; found 317 (M+1).

출처