Triphenylphosphine → 1,1-Dimethylethyl 4-({[2'-fluoro-4'-(methylsulfonyl)-4-biphenylyl]oxy}methyl)-1-piperidinecarboxylate

Participants

Reaction Steps

The title compound (0.51 g, 85%) was prepared as a white solid from 2′-fluoro-4′-(methylsulfonyl)-4-biphenylol (0.34 g, 1.28 mmol), N-Boc-4-piperidinemethanol (0.29 g, 1.28 mmol) and Ph3P (0.34 g, 1.28 mmol) in THF (8 mL) followed by diisopropyl azodicarboxylate (0.28 g, 94%, 1.28 mmol) in THF (2.5 mL) in a manner similar to Example 1, Step 2. 1H NMR (400 MHz, CD3OD): δ 7.85-7.70 (m, 3H), 7.54 (d, 2H, J=7.3 Hz), 7.04 (d, 2H, J=8.8 Hz), 4.15-4.05 (m, 2H), 3.90 (d, 2H, J=6.1 Hz), 3.16 (s, 3H), 2.90-2.75 (m, 2H), 2.10-1.95 (m, 1H), 1.90-1.80 (m, 2H), 1.46 (s, 9H), 1.35-1.20 (m, 2H); LRMS (ESI), m/z 464 (M+H).

Provenance & Evidence