反応 #1447108

反応方程式

Diethyl azodicarboxylate

3-(4-ethylbenzyl)-1-hydroxy-2-methyl-5-(2,3,4,6-tetra-O-acetyl-D-glucopyranos-1-yl)-benzene

cyclobutanol

triphenylphosphine

→

1-Cyclobutoxy-3-(4-ethylbenzyl)-2-methyl-5-(2,3,4,6-tetra-O-acetyl-D-glucopyranos-1-yl)-benzene

溶媒

THF

THF

反応条件

後処理

1. 1
   温度The mixture is heated
2. 2
   温度After cooling to room temperature
3. 3
   その他the solvent is evaporated
4. 4
   その他the residue is purified by chromatography (cyclohexane/ethyl acetate 4:1->1:3) on silica gel

実験手順

Diethyl azodicarboxylate (0.38 g) dissolved in THF (0.5 mL) is added to 3-(4-ethylbenzyl)-1-hydroxy-2-methyl-5-(2,3,4,6-tetra-O-acetyl-D-glucopyranos-1-yl)-benzene (0.27 g), cyclobutanol (0.1 mL) and triphenylphosphine (0.56 g) dissolved in THF (2 mL). The mixture is heated with stirring at 70° C. overnight. After cooling to room temperature, the solvent is evaporated and the residue is purified by chromatography (cyclohexane/ethyl acetate 4:1->1:3) on silica gel.

出典