Reacción #969872

Ecuación de reacción

Boc-Val-Pro-OH

1-hydroxibenzotriazol

N,N-diisopropylcarbodiimide

Ara-C

→

Ara-C-dipeptide

Rendimiento 21.0%

Boc-Val-Pro Ara-C

Rendimiento 21.0%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThen, the solvent was evaporated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
3. 3
   Lavadowashed with citric acid (10%), NaHCO3 (10%) and brine
4. 4
   SecadoThe organic layer was dried (Na2SO4)
5. 5
   Otroevaporated
6. 6
   Otroto give a residue that
7. 7
   Otrowas purified by CCTLC on the chromatotron with dichloromethane:methanol (20:1)

Procedimiento

A solution of Boc-Val-Pro-OH (94.5 mg, 0.30 mmol) in dimethylformamide (1.5 mL), was successively treated, at room temperature, with 1-hydroxibenzotriazol (40.5 mg, 0.30 mmol), N,N-diisopropylcarbodiimide (46.7 μL, 0.30 mmol) and Ara-C (60.9 mg, 0.25 mmol). The stirring was continued until complete disappearance of the starting material (overnight stirring). Then, the solvent was evaporated, the residue was dissolved in ethyl acetate and washed with citric acid (10%), NaHCO3 (10%) and brine. The organic layer was dried (Na2SO4) and evaporated to give a residue that was purified by CCTLC on the chromatotron with dichloromethane:methanol (20:1) to yield Ara-C-dipeptide (A) (21% yield)

Fuente