Compound 7

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Compound data: 1H NMR

Compound data: 13C NMR

Synthetic procedure: See article for the definitive version of this procedure and for full experimental details.

To a solution of 1a (0.5 mmol, 101.1 mg) and TDG4 (0.5 mmol, 93.1 mg) in DCM (2.5 mL) was added MgSO4 (1.0 mmol, 120.4 mg). The reaction mixture was stirred overnight at room temperature. Upon completion, the reaction mixture was filtered and concentrated in vacuo to give 7 as a yellow oil. ¹H NMR (600 MHz, CDCl₃): δ 8.58 (d, J = 0.9 Hz, 1H), 8.20 (d, J = 1.4 Hz, 1H), 7.57 (dd, J = 8.0, 1.7 Hz, 1H), 7.32 (d, J = 8.0 Hz, 1H), 4.22 (d, J = 1.1 Hz, 1H), 3.62 (dq, J = 14.3, 7.0 Hz, 1H), 3.47 (dq, J = 13.9, 7.0 Hz, 1H), 3.39 – 3.31 (m, 2H), 2.91 (q, J = 7.6 Hz, 2H), 1.23 (t, J = 7.6 Hz, 3H), 1.15 (dt, J = 9.5, 7.1 Hz, 6H), 1.11 (s, 9H). ¹³C NMR (150 MHz, CDCl₃): δ 169.75, 158.22, 147.78 (q, J = 1.2 Hz), 134.06, 129.92, 128.73 (q, J = 32.6 Hz), 126.83 (q, J = 3.7 Hz), 124.75 (q, J = 3.9 Hz), 124.12 (q, J = 272.0 Hz), 77.80, 42.23, 40.75, 36.17, 27.36, 25.92, 16.07, 15.07, 13.08. HRMS (ESI-TOF): m/z calculated for C₂₀H₃₀F₃N₂O⁺ [M+H]⁺ 371.2305, found 371.2315.