Water → HCID 68196374, compound

Participants

Reaction Steps

A crude product of ethyl({[5-(benzyloxy)-2-{[1-(4-{[6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethoxy)pyridin-3-yl]methyl}phenyl)piperidin-4-yl]methyl}-6-methylpyrimidin-4-yl]carbonyl}amino)acetate was dissolved in tetrahydrofuran (20 mL), and a solution of tetrabutylammonium fluoride in tetrahydrofuran (1.0 M, 1.4 mL, 4.8 mmol) was added at 0° C., followed by stirring at the same temperature for 1 hour. Water was added to the reaction solution, followed by extraction with ethyl acetate, and subsequently the organic layer was concentrated under reduced pressure. The resulting residue was purified by chromatography on a silica gel column (Moritex Corporation, elution solvent: hexane/ethyl acetate), and a fraction corresponding to the Rf value=0.50 (ethyl acetate) by thin layer chromatography was concentrated under reduced pressure to afford the title compound (0.31 g, 0.47 mmol) as a yellow oil (yield 66%).

Provenance & Evidence