Hydroxyamine hydrochloride → (S)-5-(((tert-Butyldiphenylsilyl)oxy)methyl)-3-(pyrrolidin-2-yl)isoxazole

Participants

Reaction Steps

To an EtOH (10 mL) solution of the compound (492 mg) obtained in Example 3-(1), hydroxylamine hydrochloride (139 mg) was added and the mixture was heated under reflux for 17 hours. To the reaction mixture, saturated aqueous sodium bicarbonate (50 ml) was added and the organic layer extracted with AcOEt was dried (MgSO4), filtered and concentrated to give a crude product, which was further purified by neutral silica gel chromatography (AcOEt→MeOH/CHCl3) to give the titled compound (163 mg, brown oil.)

Provenance & Evidence