反应详情

To a cooled (−77° C.) solution of 73 mg (0.18 mmol) of 2-methyl-butyric acid 3,7-dimethyl-8-(3,5,7-trihydroxy-heptyl)-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester in 5 ml of methylene chloride is added 0.9 g (7 mmol) Hunig's base and 0.08 ml (0.5 mmol) triflic anhydride. After 30 minutes the reaction is quenched with saturated aqueous sodium bicarbonate. The phases are separated and the water phase is extracted twice with ethyl acetate. The organic phases are combined, washed with brine and dried over sodium sulfate. The solvent is evaporated and the crude product is purified by silica gel chromatography (diethyl ether/hexane 1/4) to afford the desired product as a colorless oil.

1. customAfter 30 minutes the reaction is quenched with saturated aqueous sodium bicarbonate
2. customThe phases are separated
3. extractionthe water phase is extracted twice with ethyl acetate
4. washwashed with brine
5. dry with materialdried over sodium sulfate
6. customThe solvent is evaporated
7. customthe crude product is purified by silica gel chromatography (diethyl ether/hexane 1/4)