反应 #1914829
ord-f44732ae7aee43d9855c0ed4361d5fdf
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%
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1其他at 65° C.
- 2其他overnight
- 3其他The reaction mixture was purified by column chromatography on aminopropyl silica gel (eluent: tetrahydrofuran)
- 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).