Methyl iodide → HCID 58376043, compound

Participants

Reaction Steps

To a solution of tert-butyl (2R,5R)-5-[[(benzyloxy)carbonyl](isopropyl)amino]-2-(hydroxy-ethyl)piperidine-1-carboxylate (2.10 g) in tetrahydrofuran (10 mL) was added methyl iodide (1.42 g), and the mixture was stirred. To the mixture was added 55% sodium hydride (300 mg) under ice-cooling, and the mixture was stirred at room temperature for 19 hours. To the reaction solution was added a saturated aqueous ammonium chloride solution (5 ml), and the mixture was extracted with ethyl acetate (50 ml). The organic layer was washed with water and a saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (the developing solvent: hexane/ethyl acetate=4/1) to give the title compound (2.15 g).

Provenance & Evidence