Triphenylphosphine → HCID 123288403, compound

Participants

Reaction Steps

To a solution of 27B (400 mg, 1.197 mmol), 33A (251 mg, 1.316 mmol) and triphenylphosphine (345 mg, 1.316 mmol) in THF (10 mL) at 0° C., was added DIAD (0.256 mL, 1.316 mmol) dropwise. The reaction mixture was allowed to slowly warm to rt and stirred for 16 h, then was concentrated. The crude product was purified by flash chromatography (0 to 40% ethyl acetate/hexanes) to give 33B (577 mg, 1.139 mmol, 95% yield) as colorless oil. MS (ESI) m/z: 507.1[M+1]+. 1H NMR (400 MHz, chloroform-d) δ ppm 7.78-7.94 (2H, m) 7.27-7.43 (5H, m) 5.17 (2H, d, J=20.1 Hz) 4.46-4.74 (3H, m) 3.65-3.81 (2H, m) 2.97 (3H, d, J=15.8 Hz) 1.31 (3H, t, J=7.0 Hz) 0.81 (9H, d, J=7.0 Hz) −0.05-0.04 (6H, m) rotamers.

Provenance & Evidence