反応 #2053072

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
   その他was kept at 0° C
2. 2
   濃縮The reaction mixture was concentrated under reduced pressure
3. 3
   workup.DISSOLUTIONthe residue was dissolved in heated ethyl acetate (1500 ml)
4. 4
   洗浄The solution was washed with water (200 ml), 5% citric acid aqueous solution (200 ml× twice), saturated brine (150 ml), 5% sodium hydrogencarbonate aqueous solution (200 ml× twice), and saturated brine (150 ml)
5. 5
   乾燥The organic layer was dried over anhydrous magnesium sulfate
6. 6
   その他the magnesium sulfate was removed by filtration
7. 7
   濃縮the filtrate was concentrated under reduced pressure
8. 8
   ろ過The deposited crystals were collected by filtration
9. 9
   その他dried under reduced pressure

実験手順

Then, H-Val-Gly-OBzl•HCl and Z-Glu-OBzl (5.57 g, 15.0 mmol) were dissolved in methylene chloride (50 ml), and the solution was kept 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 for 2 days. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in heated ethyl acetate (1500 ml). The solution was washed with water (200 ml), 5% citric acid aqueous solution (200 ml× twice), saturated brine (150 ml), 5% sodium hydrogencarbonate aqueous solution (200 ml× twice), and saturated brine (150 ml). The organic layer was dried over anhydrous magnesium sulfate, then the magnesium sulfate was removed by filtration, and the filtrate was concentrated under reduced pressure. The deposited crystals were collected by filtration, and dried under reduced pressure to obtain white crystals of Z-Glu(Val-Gly-OBzl)-OBzl (6.51 g, 10.5 mmol).

出典