Réaction #969878

Équation de réaction

triethylamine

BOP

Z-Val-Pro-OH

H-Val-Pro-OtBu.HCl

→

Z-Val-Pro-Val-Pro-OtBu

Rendement 68.0%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   AutreThen, the solvent was evaporated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane
3. 3
   Lavagewashed with citric acid (10%), NaHCO3 (10%) and brine
4. 4
   SéchageThe organic layer was dried (Na2SO4)
5. 5
   Autreevaporated to dryness
6. 6
   Autreleaving a residue that
7. 7
   Autrewas purified on a column chromatography with hexane-ethyl acetate, 2:1
8. 8
   Autreto give X (68% yield)

Mode opératoire

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).

Source