반응 #43685

반응 방정식

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

ethanethiol

potassium carbonate

→

title compound

수율 30.8%

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

수율 30.8%

용매

dichloromethane

반응 조건

후처리

1. 1
   추출the mixture was extracted with ethyl acetate
2. 2
   세척The extract washed with brine
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   기타the solvent was removed under reduced pressure
5. 5
   기타The residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1)

실험 절차

To a solution of 2-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4-(2-phenylethyl)benzo[b]thiophene (0.58 g) and ethanethiol (1.13 mL) in dichloromethane (10 mL) was added boron trifluoride diethyl ether complex (1.43 mL) at room temperature, and the mixture was stirred for 3 hours. A saturated potassium carbonate aqueous solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract washed with brine and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: dichloromethane/methanol=10/1) to give the title compound (94 mg).

출처