Reaktion #969873

Reaktionsgleichung

Z-Val-Pro-Val-Pro-OH

1-hydroxibenzotriazol

N,N′-diisopropylcarbodiimide

Ara-C

→

Z-Val-Pro-Val-Pro Ara-C

Ausbeute 22.0%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas continued until complete disappearance of the starting material (overnight)
2. 2
   SonstigeThen, the solvent was evaporated
3. 3
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
4. 4
   Waschenwashed with citric acid (10%), NaHCO3 (10%) and brine
5. 5
   TrocknenThe organic layer was dried (Na2SO4)
6. 6
   Sonstigeevaporated to dryness
7. 7
   Sonstigeleaving a residue that
8. 8
   Sonstigewas purified by CCTLC on the chromatotron with dichloromethane:methanol (20:1)
9. 9
   Sonstigeto give D (22% yield)

Vorschrift

A solution of Z-Val-Pro-Val-Pro-OH [SEQ ID NO:9] (134.4 mg, 0.24 mmol) in dimethylformamide (1.5 mL), was successively treated at room temperature with 1-hydroxibenzotriazol (33.3 mg, 0.24 mmol), N,N′-diisopropylcarbodiimide (38.4 μL, 0.24 mmol) and Ara-C (50 mg, 0.20 mmol). The stirring was continued until complete disappearance of the starting material (overnight). Then, the solvent was evaporated, and 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 dryness leaving a residue that was purified by CCTLC on the chromatotron with dichloromethane:methanol (20:1) to give D (22% yield)

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