반응 #2356995

반응 방정식

N,N′-diphenethyl-2-aminomalonamide trifluoroacetic acid salt

1 -hydroxybenztriazole hydrate

N-methylmorpholine

1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloric acid salt

(R)-2-bromo-3-methylbutyric acid

→

title compound

수율 67.0%

N,N ′-Diphenethyl-2-((R)-2-bromo-3 -methylbutyrylamino)malonamide

수율 67.0%

용매

dichloromethane

ethyl acetate hexane

반응 조건

후처리

1. 1
   기타evaporate the reaction mixture in vacuo
2. 2
   workup.ADDITIONdilute
3. 3
   기타the concentrated reaction mixture with ethyl acetate
4. 4
   추출extract with an aqueous 5% sulfuric acid solution
5. 5
   농축Saturate each of the aqueous layers with sodium chloride
6. 6
   추출extract four times with ethyl acetate
7. 7
   건조dry over Na2SO4
8. 8
   여과filter
9. 9
   기타evaporate in vacuo
10. 10
    기타to give a residue

실험 절차

Combine N,N′-diphenethyl-2-aminomalonamide trifluoroacetic acid salt (0.285 g, 0.655 mmol) and dichloromethane (5 mL). Add (R)-2-bromo-3-methylbutyric acid (0.118 g, 0.655 mmol), N-methylmorpholine (0.10 mL, 0.983 mmol), and 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloric acid salt (0.14 g, 0.725 mmol), and 1 -hydroxybenztriazole hydrate (0.10 g, 0.72 mmol). After 18 hours, evaporate the reaction mixture in vacuo, dilute the concentrated reaction mixture with ethyl acetate, extract with an aqueous 5% sulfuric acid solution, a saturated sodium bicarbonate solution, and then brine. Saturate each of the aqueous layers with sodium chloride and extract four times with ethyl acetate. Combine the organic layers, dry over Na2SO4, filter, and evaporate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 1/1 ethyl acetate/hexane to give the title compound (67%).

출처