tert-Butyldimethylsilyl chloride → HCID 58957864, compound

Participants

Reaction Steps

tert-Butyldimethylsilyl chloride (737 mg, 4.89 mmol) was added to a solution of 8 (1.367 g, 4.08 mmol) in 8 mL of pyridine at 0° C. under N2. The reaction mixture was stirred overnight at RT, diluted with H2O, then extracted with EtOAc. The organic extract was washed with saturated aqueous CuSO4 solution, and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography (1:1→3:1 EtOAc/Hexane) to give 1.4 g of 57 (white solid, 76% yield): 1H NMR (400 MHz, DMSO-d6) δ 10.90 (s, 1H), 8.14-8.16 (d, 1H), 7.14-7.16 (d, 1H), 6.42-6.43 (d, 1H), 6.20-6.23 (t, 1H), 4.17-4.23 (m, 3H), 3.98-4.08 (m, 2H), 3.87-3.90 (m, 1H), 1.25-1.28 (t, 3H), 0.94 (s, 9H), 0.14 (s, 6H).

Provenance & Evidence