反応 #969873

反応方程式

Z-Val-Pro-Val-Pro-OH

1-hydroxibenzotriazol

N,N′-diisopropylcarbodiimide

Ara-C

→

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

収率 22.0%

溶媒

dimethylformamide

反応条件

後処理

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

実験手順

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)

出典