Neopentyl glycol → HCID 59570984, compound

Participants

Reaction Steps

A mixture of (4R)-4-benzyl-3-{(2R)-2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(1R)-3-oxocyclopentyl]propanoyl}-1,3-oxazolidin-2-one (25.7 g), 2,2-dimethylpropane-1,3-diol (50 g), pyridinium paratoluenesulfonate (1.32 g), and toluene (205 mL) was stirred under heating and reflux for 6 hours. After leaving it to be cooled at room temperature, saturated aqueous sodium bicarbonate (100 mL) was added thereto and the aqueous layer was extracted with ethyl acetate (100 mL×2). The organic layer was combined, sequentially washed with 1 M aqueous sodium hydroxide solution (50 mL), saturated aqueous ammonium chloride solution (50 mL), and saturated brine (50 mL), and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain (4R)-4-benzyl-3-{(2R)-2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R)-8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl]propanoyl}-1,3-oxazolidin-2-one (29.8 g) as a colorless amorphous substance.

Provenance & Evidence