Tetrabutylammonium Fluoride → HCID 86708067, compound

Participants

Reaction Steps

To a stirred solution of the material from Step 11 (51 mg, 0.056 mmol) in THF (1 mL) at 0° C. was added 1.0 M TBAF (111 μL, 0.11 mmol) in THF. The reaction mixture was stirred at room temperature overnight, concentrated to dryness in vacuo, and the residue was purified by flash chromatography on silica gel using EtOAc-hexanes to afford 30 mg of the title compound. 1H NMR (DMSO-d6): δ 8.37 (b, 1H), 7.76 (d, J=7.92 Hz, 2H), 7.49 (d, J=7.92 Hz, 2H), 7.46 (d, J=9.20 Hz, 1H), 7.37-7.30 (m, 4H), 7.30-7.18 (m, 4H), 7.17-7.09 (m, 2H), 5.41 (t, J=5.68 Hz, 1H), 5.10-5.00 (m, 1H), 4.74 (b, 1H), 4.59 (d, J=5.61 Hz, 2H), 4.27 (d, J=11.54 Hz, 1H), 3.63-3.51 (m, 1H), 3.42 (s, 3H), 3.39-3.15 (m, 2H), 3.27-3.20 (m, 2H), 3.12-2.90 (m, 2H), 1.65-1.06 (m, 10H), 0.84 (t, J=7.24 Hz, 3H).

Provenance & Evidence