反应详情

2,3,4,6-Tetra-O-acetyl-5-thio-D-glucopyranose (200 mg, 0.55 mmol), 2-acetyl-5-methylresorcinol (182 mg, 1.10 mmol), triphenylphosphine (288 mg, 1.10 mmol) and toluene (2 mL) were mixed, and to the resulting mixture, diisopropyl azodicarboxylate (40% in toluene, 555 mg) was then slowly added dropwise in ice. After stirring at room temperature for 18 hours, the reaction mixture was concentrated and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=70:30-50:50) to give 2-acetyl-3-hydroxy-5-methylphenyl 2,3,4,6-tetra-O-acetyl-5-thio-β-D-glucopyranoside (82 mg, 28%) as a light-yellow powder.

1. concentrationthe reaction mixture was concentrated
2. customthe resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=70:30-50:50)