Reacción #75559

Ecuación de reacción

H-Pro-OBzl

Boc-Val-OH

HOBt

NMM

DCC

→

Boc-Val-Pro-OBzl

Disolventes

chloroform

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture was filtered
2. 2
   Otrosolvent was evaporated
3. 3
   workup.ADDITIONEthyl acetate was added
4. 4
   Otroinsoluble material was removed by filtration
5. 5
   LavadoThe filtrate was washed with 0.2N HCl, 5% NaHCO3, and saturated aqueous NaCl
6. 6
   SecadoIt was dried over Na2SO4
7. 7
   Filtraciónfiltered
8. 8
   Otroevaporate

Procedimiento

Boc-Val-Pro-OBzl was prepared by dissolving H-Pro-OBzl (20 g, 83 mmol) in 50 mL of chloroform and adding Boc-Val-OH (18.0 g, 83 mmol), HOBt (23.0g, 165 mmol), NMM ( 9.0 mL, 83 mmol) and DCC (17.0 g, 83 mmol). The reaction mixture was stirred overnight at room temperature. The mixture was filtered and solvent was evaporated. Ethyl acetate was added and insoluble material was removed by filtration. The filtrate was washed with 0.2N HCl, 5% NaHCO3, and saturated aqueous NaCl. It was dried over Na2SO4, filtered and evaporate to give a white solid (30 g, 75 mmol, 90%). ESI/MS calculated for C22H32N2O5 +H: 405.2. Found 405.6.

Fuente