تفاعل #43685

معادلة التفاعل

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

ethanethiol

potassium carbonate

→

title compound

المردود 30.8%

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

المردود 30.8%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر