Diisobutylaluminumhydride → HCID 66859901, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 60 (0.62 g, 0.97 mmol) dissolved in anhydrous tetrahydrofuran (6 as cooled to 0° C. The solution was treated with diisobutylaluminum hydride (4.8 mL, 1M in hexanes). The reaction mixture was allowed to slowly warm to room temperature over 16 h. The solution was concentrated in vacuo. The resulting residue was purified by column chromatography eluting with a mixture of 0-20% (10% concentrated ammonium hydroxide in methanol) and dichloromethane to afford the desired product 61 (0.38 g, 64%) as an off-white solid: 1H NMR (500 MHz, CD3OD) δ 7.43 (s, 4H), 7.40-7.17 (m, 10H), 7.07 (s, 2H), 6.97 (dd, 1H), 5.12 (s, 2H), 5.04 (s, 2H), 4.78 (dd, 1H), 4.69 (d, 2H), 3.63 (t, 2H), 3.11 (t, 2H), 2.62-2.46 (m, 6H), 1.61 (br, 4H), 1.51 (br, 2H); m/z (ESI) 611 [C38H46N2O5+H]+.

Provenance & Evidence