Reacción #1571188
ord-27b55595821e424c8f03d8dc78f939e0
Ecuación de reacción
Reactivos
Disolventes
Condiciones de reacción
Tratamiento posterior
- 1ConcentraciónThe reaction solution was concentrated under reduced pressure
- 2workup.DISSOLUTIONthe residue was dissolved in heated ethyl acetate (1,500 ml)
- 3LavadoThe 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
- 4SecadoThe organic layer was dried over anhydrous magnesium sulfate, magnesium sulfate
- 5Otrowas removed by filtration
- 6Concentraciónthe filtrate was concentrated under reduced pressure
- 7FiltraciónThe precipitated crystal was collected by filtration
- 8Otrodried under reduced pressure
Procedimiento
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.