反応 #418037

反応方程式

CDI

Z-Glu-OBn

2-Amino-4-chlorophenol-6-sulfonic acid

THF

→

title compound

収率 40.0%

N5-(2-hydroxy-3-sulfophenyl)-L-glutamine

収率 40.0%

溶媒

methylene chloride

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture was then stirred overnight at room temperature
2. 2
   その他After the solvent was removed by distillation
3. 3
   その他the mixture was purified in accordance with the purification step A
4. 4
   workup.DISSOLUTIONThe resulting intermediate was dissolved in a methanol-water solvent mixture
5. 5
   workup.ADDITIONA catalytic amount of Pd/C was added to the solution
6. 6
   workup.STIRRINGThe mixture was stirred overnight at room temperature in a hydrogen atmosphere
7. 7
   ろ過After the catalyst was filtered off
8. 8
   その他the solvent was removed by distillation
9. 9
   その他The mixture was purified
10. 10
    その他according to the purification step A

実験手順

Z-Glu-OBn (371 mg, 1 mmol) was dissolved in methylene chloride (1 ml), and CDI (180 mg, 1.1 mmol) was added to the solution. The mixture was stirred at room temperature for 30 minutes. 2-Amino-4-chlorophenol-6-sulfonic acid (223 mg, 1 mmol) and THF (1 ml) were added to the mixture. The mixture was then stirred overnight at room temperature. After the solvent was removed by distillation, the mixture was purified in accordance with the purification step A. The resulting intermediate was dissolved in a methanol-water solvent mixture. A catalytic amount of Pd/C was added to the solution. The mixture was stirred overnight at room temperature in a hydrogen atmosphere. After the catalyst was filtered off, the solvent was removed by distillation. The mixture was purified according to the purification step A to give the title compound.

出典