反应 #2307991

反应方程式

diazomethane

compound 1

Glutaminylpyrrolidinehydrochloride

NMM

HBr

anhydride

Glutaminylpyrrolidinehydrochloride

4

Z-Ala-Val-Pro-OH

→

Z-Ala-Val-Pro-CH2—Br

溶剂

ether

THF

反应条件

后处理

1. 1
   其他The precipitate formed
2. 2
   过滤was filtered off
3. 3
   其他After leaving the mixture for 1 h at 0° C
4. 4
   洗涤the mixture was washed with 20 ml of water
5. 5
   其他The organic layer was separated
6. 6
   干燥dried (Na2SO4)
7. 7
   其他evaporated

实验过程

4 (2.00 g, 4.76 mmol) was dissolved in 15 ml of dry THF and converted into a mixed anhydride (see compound 1) using CAIBE (0.623 ml, 4.76 mmol) and NMM (0.525 ml, 4.76 mmol). The precipitate formed was filtered off and cooled down to −15° C. Then diazomethane (23.8 mmol in 30 ml ether) was dropped into the solution under an argon atmosphere. After leaving the mixture for 1 h at 0° C. 1.27 ml of HBr (33% in AcOH) was added and the solution was stirred for 30 min at room temperature . . . . After that 70 ml of ether was added and the mixture was washed with 20 ml of water. The organic layer was separated and dried (Na2SO4) and evaporated.

来源