Water → HCID 90281961, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl 3-{[(2-tert-butoxy-2-oxoethyl){2-[(2-chloro-4-{[2-(trimethylsilyl)ethoxy]methoxy}phenyl)(methyl)amino]-2-oxoethyl}amino]methyl}benzoate (805 mg) in tetrahydrofuran (16.1 mL) was added a 1 M solution of tetra-n-butylammonium in tetrahydrofuran (3.72 mL), followed by stirring at 50° C. for 4 days. To a reaction solution was added water, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain tert-butyl 3-{[(2-tert-butoxy-2-oxoethyl){2-[(2-chloro-4-hydroxyphenyl)(methyl)amino]-2-oxoethyl}amino]methyl}benzoate (583 mg).

Provenance & Evidence