Реакция #969878

Уравнение реакции

triethylamine

BOP

Z-Val-Pro-OH

H-Val-Pro-OtBu.HCl

→

Z-Val-Pro-Val-Pro-OtBu

Выход 68.0%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ДругоеThen, the solvent was evaporated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane
3. 3
   Промывкаwashed with citric acid (10%), NaHCO3 (10%) and brine
4. 4
   СушкаThe organic layer was dried (Na2SO4)
5. 5
   Другоеevaporated to dryness
6. 6
   Другоеleaving a residue that
7. 7
   Другоеwas purified on a column chromatography with hexane-ethyl acetate, 2:1
8. 8
   Другоеto give X (68% yield)

Методика

A solution of Z-Val-Pro-OH (681.3 mg, 1.95 mmol) in dichloromethane (6 mL), was successively treated at room temperature. with (benzotriazol-1-yloxy)tris(dimethylamino)phosphoniun hexafluorophale (BOP) (865.1 mg, 1.95 mmol), H-Val-Pro-OtBu.HCl (500 mg, 1.63 mmol) and triethylamine (TEA) (500 μL, 3.58 mmol). The mixture was stirred overnight at room temperature. Then, the solvent was evaporated, the residue was dissolved in dichloromethane and washed with citric acid (10%), NaHCO3 (10%) and brine. The organic layer was dried (Na2SO4) and evaporated to dryness leaving a residue that was purified on a column chromatography with hexane-ethyl acetate, 2:1 to give X (68% yield).

Источник