Palmitoyl chloride → HCID 15236659, compound

Participants

Reaction Steps

To a mixture of 200 mg (0.26 mmol) of 1-O-palmitoyl-3-O-[2,3,4-tri-O-benzyl-α-D-glucopyranosyl]-sn-glycerol, 0.2 ml of triethylamine, 100 mg of N,N-dimethylaminopyridine in 10 ml of methylene chloride is added under stirring 0.5 ml of methylene chloride solution containing 50 mg (0.33 mmol) of tert-butyldimethylsilyl chloride. The mixture is stirred at room temperature for 12 hours, and to the mixture is added 150 mg (0.55 mmol) of palmitoyl chloride. The resulting mixture is stirred for 6 hours, and after addition of 0.2 ml of water, the mixture is further stirred for 30 min. The organic portion is taken out and subjected to the post treatment. Thus treated product is purified by silica gel column chromatography (eluent: n-hexane:ethyl acetate=50:1) to give 252 mg of the captioned compound as a syrup. Yield: 86%.

Provenance & Evidence