tert-Butanol → HCID 69458797, compound

Participants

Reaction Steps

To a solution of 3-{(2R)-2-[(5R)-5-(3-chlorophenyl)-2-oxo-1,3-oxazolidin-3-yl]propyl}-1H-indole-7-carboxylic acid (504 mg, 1.26 mmol) in toluene (25 mL) and t-butyl alcohol (12.5 mL) are added diphenyl-phosphoryl azide (379 μL, 1.76 mmol) and triethylamine (245 μL, 1.76 mmol) under nitrogen atmosphere, and the mixture is stirred at room temperature for 30 minutes, and further stirred at 100° C. for 5 hours. The reaction solution is poured into a saturated aqueous ammonium chloride solution, and the mixture is extracted with ethyl acetate. The organic layer is washed with a saturated brine, and dried over anhydrous sodium sulfate. The solvent is evaporated and the obtained crude product is purified by silica gel column chromatography (n-hexane:ethyl acetate=2:1→1:1) to give the title compound (427 mg, 72%).

Provenance & Evidence