HCID 12045565, compound → HCID 10200669, compound

Participants

Reaction Steps

(2S)-1-(4-{[tert-Butyl(diphenyl)silyl]oxy}phenoxy)-3-({4-[(3-nitro-2-pyridinyl)amino]phenethyl}amino)-2-propanol (0.36 g, 0.543 mmol) was dissolved in ethanol, catalytic 10% palladium on carbon added, and shaken on a Parr apparatus under 50 psi hydrogen for 2 hours. The catalyst was removed by filtration through Celite and the filtrate taken to dryness in vacuo. The residue was dissolved in anhydrous tetrahydrofuran and treated with tert-butylammonium fluoride (0.7 mL, 1M solution in tetrahydrofuran, 0.7 mmol). The reaction was stirred at ambient temperature for 5 minutes, the solvent removed in vacuo and the residue purified by flash chromatography on silica gel Merck-60 (eluant: 20:1 going to 5:1 chloroform-methanol containing 2% triethylamine). The solvent was removed in vacuo to furnish the title compound (0.05 g, 0.127 mmol).

Provenance & Evidence