Acetic Acid → HCID 69799303, compound

Participants

Reaction Steps

To a solution of the compound obtained from step A (5.2 g, 10.8 mmol) in THF (20 mL) and acetic acid (1.36 mL, 2.2 equiv.) at 0° C. was added TBAF (1.0 M in THF, 17.8 mL, 1.65 equiv). The mixture was stirred at rt for 2.0 h. It was then diluted with ethyl acetate and washed with 5% KHSO4 and brine. Evaporation of solvent and a column chromatography (EtOAc: hexane=1:1) gave the desired product as viscous oil (yield, 95%). 1HNMR (400 MHz, CDCl3) δ 4.11 (m, 1 H), 3.78 (dd, 2 H), 2.63 (m, 1 H), 2.15 (dd, 1 H), 1.99 (m, 1 H), 1.82 (m, 1 H), 1.55 (s, 9 H), 1.54 (m, 1 H), 0.97 (t, 3 H).

Provenance & Evidence