반응 #60873

반응 방정식

HCl

Diisopropylethylamine

PyBOP

ammonium chloride

3-[(tert-butoxycarbonyl)amino]-2-furoic acid

Intermediate 81

3-[(tert-butoxycarbonyl)amino]-2-furoic acid

→

title compound

수율 89.0%

tert-Butyl 2-(aminocarbonyl)-3-furylcarbamate

수율 89.0%

용매

DMF

반응 조건

후처리

1. 1
   추출extracted into DCM (3×100 mL)
2. 2
   세척The combined organics were washed with water (80 mL) and brine (80 mL)
3. 3
   건조dried (MgSO4)
4. 4
   기타evaporated The product
5. 5
   기타was purified by flash chromatography on silica
6. 6
   세척eluting with 20-70% EtOAc in isohexane

실험 절차

Diisopropylethylamine (14.75 mL) was added to a suspension of PyBOP (10.4 g), ammonium chloride (1.81 g) and 3-[(tert-butoxycarbonyl)amino]-2-furoic acid (Intermediate 81) (3.83 g) in DMF (50 mL). The resulting mixture was stirred at ambient temperature for 90 minutes, poured into 0.4 M HCl (250 mL) and extracted into DCM (3×100 mL). The combined organics were washed with water (80 mL) and brine (80 mL), dried (MgSO4), and evaporated The product was purified by flash chromatography on silica, eluting with 20-70% EtOAc in isohexane to afford the title compound as a white solid (3.38 g, 89%);

출처