Hydrogen Bromide → 1,3,5-tri-O-benzoyl-alpha-L-ribofuranose

Participants

Reaction Conditions

Reaction Steps

Compound 10 (9 g, 17.84 mmol) was stirred in 100 mL of CH2Cl2 at 0° C. while 70 mL of CH2Cl2 containing HBr (3.2 g, 30.5 mmol) was added in one portion. The mixture was stirred at 0° C. for 3.5 hrs, water (55 ml) was added and the mixture stirred at room temperature for 18 hours. The organic layer was separated, washed with saturated NaHCO3, dried (MgSO4). After evaporation of the solvent, a foam was obtained, which upon recrystallization from CH2Cl2 and n-hexane, gave 11 as a white solid (6.2 g, 75.5%).

Provenance & Evidence