Triphenylphosphine → HCID 69434719, compound

Participants

Reaction Steps

To a solution of Example 30F (550 mg, 1.18 mmol), cyclopropylmethanol (0.14 mL, 1.76 mmol) and triphenylphosphine (462 mg, 1.76 mmol) in tetrahydrofuran (10 mL) was added diethyl azodicarboxylate (0.28 mL, 1.76 mmol) at ambient temperature. The reaction was stirred for 16 hours, concentrated and purified by flash chromatography on silica gel eluting with a solvent gradient from 10% to 30% ethyl acetate in hexanes to provide 480 mg of the title compound as a white solid (78%). 1H NMR (300 MHz, DMSO-d6) δ ppm 0.28-0.39 (m, 2H) 0.53-0.65 (m, 2H) 1.12-1.30 (m, 1H) 1.82 (d, J=7.35 Hz, 3H) 3.88 (d, J=6.99 Hz, 2H) 5.56-5.69 (m, J=7.11, 7.11, 7.11 Hz, 1H) 7.03 (dd, J=8.82, 2.94 Hz, 1H) 7.17 (s, 1H) 7.23 (d, J=2.94 Hz, 1H) 7.53 (d, J=8.82 Hz, 1H) 7.83-7.97 (m, 5H); MS (ESI) m/z 522.1 (M+H)+

Provenance & Evidence