反応 #1571188

反応方程式

H-Val-Gly-OBzl.HCl

Z-Glu-OBzl

Triethylamine

HOBt

WSC.HCl

→

Z-Glu(Val-Gly-OBzl)-OBzl

溶媒

methylene chloride

反応条件

後処理

1. 1
   濃縮The reaction solution was concentrated under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue was dissolved in heated ethyl acetate (1,500 ml)
3. 3
   洗浄The solution was washed with water (200 ml), 5% of citric acid aqueous solution (200 ml×twice), saturated brine (150 ml), 5% sodium hydrogen carbonate aqueous solution (200 ml×twice) and saturated brine (150 ml) again
4. 4
   乾燥The organic layer was dried over anhydrous magnesium sulfate, magnesium sulfate
5. 5
   その他was removed by filtration
6. 6
   濃縮the filtrate was concentrated under reduced pressure
7. 7
   ろ過The precipitated crystal was collected by filtration
8. 8
   その他dried under reduced pressure

実験手順

H-Val-Gly-OBzl.HCl and Z-Glu-OBzl (5.57 g, 15.0 mmol) described above was dissolved in methylene chloride (50 ml), and the solution was maintained at 0° C. Triethylamine (2.30 ml, 16.5 mmol), HOBt (1-hydroxybenzotriazole, 2.53 g, 16.5 mmol) and WSC.HCl (1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 3.16 g, 16.5 mmol) were added to the solution, and the mixture was stirred at room temperature overnight for 2 days. The reaction solution was concentrated under reduced pressure, and the residue was dissolved in heated ethyl acetate (1,500 ml). The solution was washed with water (200 ml), 5% of citric acid aqueous solution (200 ml×twice), saturated brine (150 ml), 5% sodium hydrogen carbonate aqueous solution (200 ml×twice) and saturated brine (150 ml) again. The organic layer was dried over anhydrous magnesium sulfate, magnesium sulfate was removed by filtration, and the filtrate was concentrated under reduced pressure. The precipitated crystal was collected by filtration and dried under reduced pressure to obtain Z-Glu(Val-Gly-OBzl)-OBzl (6.51 g, 10.5 mmol) as a white crystal.

出典