Lithium Hydroxide → HCID 57672426, compound

Participants

Reaction Steps

A reaction mixture of (2S,3R,Z)-methyl 3-(4-hydroxyphenyl)-2-methylhex-4-enoate 41.3 (34.0 mg, 145 μmol), 5-(chloromethyl)-2-(1,1-dimethylethyl)-2′-fluoro-5′-(methyloxy)-1,1′-biphenyl A (44.5 mg, 145 μmol) and cesium carbonate (94.5 mg, 290 μmol) in DMSO (1.0 mL) was stirred at room temperature for 16 hours. Lithium hydroxide (0.4 mL, 3.33M in water) and DMSO (1.5 mL) were added, and the resulting mixture was stirred at ambient temperature for 16 hours. The reaction mixture was purified by HPLC (reverse phase) to give the title compound 41. 1H NMR (500 MHz, CD3CN) δ ppm 1.17 (d, J=7.09 Hz, 3H) 1.23 (s, 9H) 2.76 (m, 1H) 3.78-3.82 (m, 4H) 5.04 (s, 2H) 5.53-5.57 (m, 1H) 6.85 (dd, J=5.87, 3.18 Hz, 1H) 6.90-6.98 (m, 3H) 7.07-7.12 (m, 2H) 7.18 (d, J=8.56 Hz, 2H) 7.44 (dd, J=8.31, 1.96 Hz, 1H) 7.64 (d, J=8.31 Hz, 1H). MS ESI (neg.) m/e: 489.2 (M−H)+.

Provenance & Evidence