Reacción #72430

Ecuación de reacción

ethanol

Z-Glu(Nva-OBzl)-OBzl

hydrogen

→

γ-Glu-Nva

Rendimiento 71.4%

Disolventes

water

Water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroreaction
2. 2
   Otro(14 hours)
3. 3
   OtroThe palladium/carbon was removed from the reaction system through filtration
4. 4
   Concentraciónthe resulting filtrate was concentrated under reduced pressure
5. 5
   OtroThe residue was recrystallized from a small amount of water and ethanol to thus give γ-Glu-Nva (1.50 g) as white crystals
6. 6
   workup.DISSOLUTIONFurthermore, the crystals were dissolved in water (100 mL)

Procedimiento

To a mixed solution of ethanol (150 mL) and water (30 mL), Z-Glu(Nva-OBzl)-OBzl (4.05 g) and 5% palladium on carbon (5% palladium/carbon, 0.70 g) was added, and a catalytic reducing reaction was carried out at 50° C. overnight (14 hours) in a hydrogen gas atmosphere. Water (50 mL) was added to the reaction system in small portions during the reaction. The palladium/carbon was removed from the reaction system through filtration and the resulting filtrate was concentrated under reduced pressure. The residue was recrystallized from a small amount of water and ethanol to thus give γ-Glu-Nva (1.50 g) as white crystals. Furthermore, the crystals were dissolved in water (100 mL) followed by the lyophilization of the solution to give γ-Glu-Nva (1.27 g, 5.16 mM) as white powder. The characteristic values thereof are given below:

Fuente