Imidazole → 1-Palmitoyl-3-t-butyldimethylsilyl-glycerol

1-palmitoyl-glycerol (33.0 g), dichloromethane (330 ml) and imidazole (13.6 g) were added into 1 L reactor, and the reaction mixture was cooled to 0° C. Then, t-butyl-dimethylsilylchloride (18.0 g) was added, and the reaction mixture was stirred for 2 hours. After filtering the reaction mixture, the solvent was removed by distillation under reduced pressure, and purified water (165 ml) and heptane (150 ml) were added for an extraction. The separated organic layer was extracted with purified water (80 ml) again, and then the organic layer was dehydrated with anhydrous MgSO4, and filtered. Then, the solvent was removed by distillation under reduced pressure to obtain 1-palmitoyl-3-t-butyldimethylsilyl-glycerol (yield: 100%) {1H NMR (400 MHz, CDCl3): δ 0.78-0.83 (m, 18H), 1.18-1.31 (m, 24H), 1.50-1.56 (m, 2H), 2.24 (t, 2H), 3.51-3.60 (m, 2H), 3.76-3.79 (p, 1H), 4.01-4.10 (m, 2H)}.

1. filtrationAfter filtering the reaction mixture
2. customthe solvent was removed by distillation under reduced pressure
3. custompurified water (165 ml) and heptane (150 ml)
4. additionwere added for an extraction
5. extractionThe separated organic layer was extracted with purified water (80 ml) again
6. filtrationfiltered
7. customThen, the solvent was removed by distillation under reduced pressure

ORD record

ord-20a7c72a83ef44bbb45614e8e4beb78a

Source dataset

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07868196B2