反应 #43690

反应方程式

2-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-7-(4-methylbenzyl)benzo[b]thiophene

ethanethiol

potassium carbonate

→

title compound

收率 32.0%

2-(β-D-Glucopyranosyl)-7-(4-methylbenzyl)benzo[b]thiophene

收率 32.0%

溶剂

dichloromethane

反应条件

后处理

1. 1
   萃取The mixture was extracted with ethyl acetate
2. 2
   洗涤The organic layer washed with brine
3. 3
   干燥dried over anhydrous magnesium sulfate
4. 4
   其他The solvent was removed under reduced pressure
5. 5
   其他the residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1)

实验过程

To a solution of 2-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-7-(4-methylbenzyl)benzo[b]thiophene (0.95 g) and ethanethiol (1.8 mL) in dichloromethane (15 mL) was added boron trifluoride diethyl ether complex (2.1 mL) at room temperature. The reaction mixture was stirred at room temperature for 3 hours, and a saturated potassium carbonate aqueous solution was added to the mixture. The mixture was extracted with ethyl acetate. The organic layer washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1) to give the title compound (0.16 g).

来源