Reaktion #969872

Reaktionsgleichung

Boc-Val-Pro-OH

1-hydroxibenzotriazol

N,N-diisopropylcarbodiimide

Ara-C

→

Ara-C-dipeptide

Ausbeute 21.0%

Boc-Val-Pro Ara-C

Ausbeute 21.0%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThen, the solvent was evaporated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
3. 3
   Waschenwashed with citric acid (10%), NaHCO3 (10%) and brine
4. 4
   TrocknenThe organic layer was dried (Na2SO4)
5. 5
   Sonstigeevaporated
6. 6
   Sonstigeto give a residue that
7. 7
   Sonstigewas purified by CCTLC on the chromatotron with dichloromethane:methanol (20:1)

Vorschrift

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)

Quelle