HCID 10554040, compound → HCID 10727265, compound

Participants

Reaction Steps

A 1M nBu4NF/THF solution (8.8 ml, 8.80 mmol, 4 equivalent) was added to a THF solution (20 ml) of the compound (58) (1.13 g, 2.20 mmol), and the mixture was stirred at room temperature for 4 hr. The reaction mixture was extracted with ethyl acetate after the addition of water. The extract was washed with brine, dried over magnesium sulfate and evaporated. The obtained crude product was purified by silica gel column chromatography (35 g, 20% AcOEt-hexane) to obtain a colorless oily product (59) (450 mg, 96%). 1H-NMR (400 MHz, CDCl3/TMS) δ: 0.99 (3/2H, d, J=6.7 Hz), 1.01 (3/2H, d, J=7.0 Hz), 1.41-1.89 (6H+1/2H, m), 1.99 (1/2H, t, J=2.7 Hz), 2.00 (1/2H, t, J=2.7 Hz), 2.13-2.19 (1/2H, m), 2.33 (1/2H, bs), 2.38 (1/2H, ddd, J=2.4, 6.1, 17.1 Hz), 2.57 (1/2H, ddd, J=2.4, 4.0, 17.1 Hz), 2.63 (1/2H, ddd, J=2.8, 4.0, 17.1 Hz), 2.72 (1/2H, ddd, J=2.8, 7.0, 17.1 Hz), 3.30-3.31 (1/2H, m), 3.41-3.56 (3/2H, m), 3.60-3.81 (2H, m>, 3.95-4.01 (3/2H, m), 4.69-4.71 (1H, m).

Provenance & Evidence