Acetic Acid → HCID 69855632, compound

Participants

Reaction Steps

To a solution of 900 mg (1.65 mmol) of 2-methyl-butyric acid 8-[5-(tert.-butyl-dimethyl-silanyloxy)-6-methylcarbamoyl-3oxo-hexyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester in 5 ml of THF are added 700 mg (11.7 mmol) of acetic acid and 1.0 g (3.2 mmol) of tetrabutylammonium fluoride trihydrate. The reaction mixture is stirred for 3 hours at rt. It is then diluted with 30 ml of ethyl acetate and washed successively with a saturated aqueous sodium bicarbonate solution and water. The organic phase is dried over sodium sulfate and the solvent evaporated. The residue is crystallized from diethyl ether to afford the desired product 2-methyl-butyric acid 8-(5-hydroxy-6-methylcarbamoyl-3-oxo-hexyl)-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester as white crystals.

Provenance & Evidence