反应 #6737

反应方程式

1,2-dihydro-4-[(4-isopropoxyphenyl)methyl]-5-methyl-3H-pyrazol-3-one

acetobromo-α-D-glucose

→

4-[(4-isopropoxyphenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole

收率 39.0%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   其他at 65° C.
2. 2
   其他overnight
3. 3
   其他The reaction mixture was purified by column chromatography on aminopropyl silica gel (eluent: tetrahydrofuran)
4. 4
   其他Further purification by preparative thin layer chromatography on silica gel (developing solvent: ethyl acetate/hexane=2/1)

实验过程

To a suspension of 1,2-dihydro-4-[(4-isopropoxyphenyl)methyl]-5-methyl-3H-pyrazol-3-one (46 mg), acetobromo-α-D-glucose (99 mg) and 4A molecular sieves in tetrahydrofuran (3 mL) was added silver carbonate (66 mg), and the mixture was stirred under shading the light at 65° C. overnight. The reaction mixture was purified by column chromatography on aminopropyl silica gel (eluent: tetrahydrofuran). Further purification by preparative thin layer chromatography on silica gel (developing solvent: ethyl acetate/hexane=2/1) afforded 4-[(4-isopropoxyphenyl)methyl]-5-methyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-1H-pyrazole (42 mg).

来源