HCID 68929525, compound → HCID 57704583, compound

Participants

Reaction Steps

Compound 34-4 (11.7 g) was dissolved in 1,4-dioxane (150 ml), 10% palladium carbon (12.0 g) was added, and the mixture was stirred at room temperature for 16 hr under a hydrogen atmosphere. The inside of the reaction container was displaced with nitrogen, the solution was filtrated, and the filtrate was concentrated. To a solution of the obtained residue in tetrahydrofuran (100 ml) was added 1M tetrabutylammonium fluoride-tetrahydrofuran solution (20 ml) under ice-cooling, and the mixture was stirred for 1.5 hr under ice-cooling. A solution of 1M tetrabutylammonium fluoride-tetrahydrofuran solution (10 ml) was added, and the mixture was further stirred for 4 hr under ice-cooling. Water was added to the reaction mixture, the mixture extracted with ethyl acetate, washed successively with water saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the object product (5.99 g) as a pale-brown oil.

Provenance & Evidence