Tetrahydrofuran → HCID 10386960, compound

Participants

Reaction Conditions

Reaction Steps

The product from step 2 (120 mg, 0.23 mmol) was dissolved in anhydrous THF (2 mL) under argon and cooled to 0° C. 1 M tetrabutylammonium fluoride solution in THF (0.5 mL, 0.5 mmol) was added and the reaction stirred for 30 min. The reaction was quenched at 0° C. with saturated NH4Cl and diluted with ethyl acetate. The layers were separated and the organic phase was washed with brine, dried (MgSO4), and concentrated in vacuo. Purification by reverse phase HPLC using a gradient elution of 60:40H2O/TFA:CH3CN to 0:100H2O/TFA:CH3CN at 254 nm afforded the title compound as a white solid (81 mg, 86%): mp=136° C. 1H NMR (CDCl3) δ 7.48-7.41 (m, 3H), 7.37 (d, 2H), 7.24 (m, 2H), 7.08 (d, 2H), 1H), 3.40 (br s, 1H), 1.67 (d, 3H). MS (ES+) m/z 430 (M+NH4+). Anal. Calc. for C17H14SO3F6: C, 49.52; H, 3.42. Found: C, 49.55; H, 3.28.

Provenance & Evidence