Tetrabutylammonium Fluoride → HCID 59350551, compound

Participants

Reaction Steps

(5R)-3-{4′-[5-({[tert-Butyl(dimethyl)silyl]oxy}methyl)-4,5-dihydroisoxazol-3-yl]-2-fluoro-1,1′-biphenyl-4-yl}-5-[(4-methyl-1H-1,2,3-triazol-1-yl)methyl]-1,3-oxazolidin-2-one (283 mg, 0.5 mmol) was dissolved in tetrahydrofuran (5 ml) at room temperature. A 1M solution of tetrabutylammonium fluoride in tetrahydrofuran (0.5 ml, 0.5 mmol) was added and the reaction mixture stirred for 30 minutes. The solvent was removed in vacuo then dichloromethane (50 ml) added. This was washed with water (50 ml), separated, dried (magnesium sulfate), filtered then concentrated in vacuo onto silica (2 ml). This was then subjected to chromatography (silica gel 10 g bond elut; 0 to 6% methanol/dichloromethane) to yield 150 mg (66%) of the desired compound.

Provenance & Evidence