Water → HCID 70272687, compound

Participants

Reaction Steps

To a solution of example 46 (1.200 g) under nitrogen in anhydrous dimethylformamide (10 mL) at 0°-5° C. was added sodium hydride (60% dispersion in mineral oil, 0.113 g). After stirring until the reaction mixture was homogeneous, tert-butyl bromoacetate (0.434 mL) was added. The reaction mixture was maintained at 0°-5° C. for 1.5 h and then added to water (100 mL). The resulting slurry was cooled to 0°-5° C., filtered and the filter cake was dried under high vacuum to provide the title compound as an off-white solid (1.482 g). MS(ESI): [M+H]+ =561.2. 1H NMR (300 MHz, CDCl3) d=1.07 (d, J=6.8 Hz, 6H), 1.47-2.20 (m, 6H), 1.56 (s, 9H), 3.17 (m, 1H), 3.64-3.77 (m, 2H), 3.85 (d, J=16.6 Hz, 1H), 4.75 (m, 1H), 4.98 (m, 1H), 5.27 (m, 2H), 7.01 (b, 1H), 7.13 (m, 1H): 7.19-7.31 (m, 3H), 7.41-7.50 (m, 4H), 7.63 (m, 1H), 7.71 (m, 1H).

Provenance & Evidence