반응 #90713

반응 방정식

ether water

L-homoserine

NaHCO3

Fmoc-OSu

→

N-Fmoc-L-homoserine

수율 88.0%

용매

water

acetone

반응 조건

후처리

1. 1
   온도The solution was chilled in an ice bath
2. 2
   workup.ADDITIONwas added
3. 3
   여과the solid was filtered off
4. 4
   기타The filtrate was separated
5. 5
   세척the aqueous phase was washed with ethyl twice (100 mL×2)
6. 6
   추출The suspension was extracted with ether (200 mL×2)
7. 7
   세척The combined organic phases were washed with brine once (100 mL)
8. 8
   건조dried over Na2SO4
9. 9
   기타After evaporation
10. 10
    기타white solid was obtained (weight: 38 g, yield: 88%)

실험 절차

L-homoserine (15 g, MW119.12, 0.126 mol) and NaHCO3 (22 g, MW84, 0.26 mol) were dissolved in water (600 mL). The solution was chilled in an ice bath, followed by addition of Fmoc-OSu (42.5 g, MW337.3, 0.126 mol) in acetone (400 mL). The mixture was stirred overnight. A mixture of ether/water (200 mL/200 mL) was added, and the solid was filtered off. The filtrate was separated and the aqueous phase was washed with ethyl twice (100 mL×2), followed by acidifying with 3N HClaq (about 100 mL) to pH3-4. The suspension was extracted with ether (200 mL×2). The combined organic phases were washed with brine once (100 mL) and dried over Na2SO4. After evaporation, white solid was obtained (weight: 38 g, yield: 88%).

출처