Tetrabutylammonium Fluoride → HCID 69322440, compound

Participants

Reaction Steps

The product from Example 123A (80 mg, 0.015 mmol) in THF at 0° C. was treated with TBAF (0.015 mmol) and stirred for 1 hr. The reaction mixture was partitioned between EtOAc and brine, dried (MgSO4), concentrated and the residue was purified by flash chromatography eluting with 0-100% EtoAc in hexane to give 60 mg of the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.96 (t, J=7.3 Hz, 3 H), 1.33-1.49 (m, 2 H), 1.66 (d, J=7.1 Hz, 2 H), 1.74 (s, 3 H), 2.41 (s, 3 H), 3.86 (s, 3 H), 3.90-4.01 (m, 2 H), 6.57 (s, 1 H), 7.05 (s, 1 H), 7.12 (d, J=8.8 Hz, 1 H), 7.42 (dd, J=8.8, 2.7 Hz, 1 H), 7.64 (d, J=3.1 Hz, 1 H). MS (DCI), m/z 450 (M+H)+. Anal calcd for C20H23ClF3NO3S: C, 53.39; H, 5.15; N, 3.11. Found: C, 53.20; H, 5.01; N, 2.89.

Provenance & Evidence