Tetrabutylammonium Fluoride → HCID 68537529, compound

Participants

Reaction Steps

Tetrabutylammonium fluoride solution (1 M in tetrahydrofuran, 0.14 mL, 0.14 mmol) was added at room temperature to a solution of (S)-4-[(S)-1-(tert-butyl-diphenyl-silanyloxymethyl)-3-piperidin-1-yl-propyl]-2-methyl-3-oxo-piperazine-1-carboxylic acid tert-butyl ester (75 mg, 0.12 mmol) in tetrahydrofuran (1 mL), then after 16 h another portion of tetrabutylammonium fluoride solution (1 M in tetrahydrofuran, 20 μL, 20 μmol) was added. The reaction mixture was stirred at room temperature for another 60 min, then evaporated. Chromatography (SiO2; dichloromethane dichloromethane/methanol/25% aq. ammonia solution 90:10:0.25) produced the title compound (42 mg, 92%). Colorless gum, MS (ISP)=370.3 (M+H)+.

Provenance & Evidence