Sodium Hydroxide → (3R,5S)-1-(tert-butoxycarbonyl)-5-[({2-tert-butyl-4-[(1,3-oxazol-2-ylmethyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]piperidine-3-carboxylic acid

1-tert-Butyl 3-methyl (3R,5S)-5-[({2-tert-butyl-4-[(1,3-oxazol-2-ylmethyl)amino]pyrimidin-5-yl}carbonyl) (2-methylpropyl)amino]piperidine-1,3-dicarboxylate (0.26 g) was dissolved in methanol (3 ml), 2 M aqueous sodium hydroxide solution (1.0 ml) was added and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, the residue was diluted with saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the object compound (0.25 g).

1. concentrationThe reaction mixture was concentrated under reduced pressure
2. additionthe residue was diluted with saturated aqueous ammonium chloride solution
3. extractionthe mixture was extracted with ethyl acetate
4. dry with materialThe extract was dried over anhydrous sodium sulfate
5. concentrationconcentrated under reduced pressure

ORD record

ord-09973272bd78451793887325a6229684

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08329691B2