Triphenylphosphine → HCID 58822758, compound

Participants

Reaction Steps

Diisopropyl azodicarboxilate (0.2 mmol, 0.04 mL) was added dropwise to a solution of 2-(tert-butyl-dimethyl-silanyloxy)-ethanol (0.26 mmol, 46 mg) (Example 122, Step A), (2S)-3-(4-{3-[4-(4-hydroxy-benzoyl)-phenoxy]-propoxy}-phenyl)-2-methoxy-propionic acid ethyl ester (0.13 mmol, 65 mg) and triphenylphosphine (0.2 mmol, 38 mg) in anhydrous toluene (2 mL) at 0° C. under nitrogen. The mixture was stirred overnight at room temperature, quenched with water and extracted with ethyl acetate (3×15 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under vacuum. The crude mixture was chromatographed on silica gel using a 4/1 hexane/EtOAc mixture as eluent to afford the title product 1H-NMR (200.15 MHz, CDCl3): δ 7.76 (d, 4H, J=8.9), 7.13 (d, 2H, J=8.6), 6.96 (d, 4H, J=8.6), 6.83 (d, 2H, J=8.6), 4.26–4.09 (m, 8H), 4.02–3.87 (m, 3H), 3.35 (s, 3H), 2.97 (m, 2H), 2.28 (qn, 2H, J=5.9), 1.23 (t, 3H, J=7.1), 0.91 (s, 9H), 0.11 (s, 6H).

Provenance & Evidence