Ammonium Chloride → (S)-2,2-Difluoro-2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)-1-(2-(5-(hydroxymethyl)isoxazol-3-yl)pyrrolidin-1-yl)ethanone

Participants

Reaction Steps

To a THF (20 mL) solution of the compound (1.784 g) obtained in Example 3-(3), n-Bu4NF (3.4 mL, 1.0 M THF solution) was added and the mixture was stirred at room temperature for 20 minutes. To the reaction mixture, a saturated aqueous solution of NH4Cl was added and the organic layer extracted with AcOEt was dried (MgSO4), filtered and concentrated to give a crude product, which was further purified with neutral silica gel chromatography (AcOEt/hexane) to give the titled compound (1.010 g, colorless solid.)

Provenance & Evidence