Реакция #956966

Уравнение реакции

EtOAc

tert-Butyl 2-(2-aminoethoxy)ethylcarbamate

mono methyl fumarate

EDCI

→

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

Выход 64.0%

Растворители

CH3CN

Условия реакции

Обработка

1. 1
   ДругоеThe resulting reaction mixture
2. 2
   Промывкаwashed with saturated aqueous NaHCO3, brine
3. 3
   Сушкаdried (Na2SO4)
4. 4
   Концентрированиеconcentrated under reduced pressure
5. 5
   ДругоеThe resulting residue was purified by chromatography (9:1 CH2Cl2/MeOH)

Методика

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).

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