HCID 11150194, compound → HCID 11041684, compound

Participants

Reaction Conditions

Reaction Steps

The solution of the ester 4c (4.01 g, 14.3 mmol) in methylene chloride (100 mL) was cooled to -78° C. and diisobutylaluminium hydride (16.0 g, 11.2 mmol) was added dropwise to the solution. The reaction mixture was stirred at -78° C. for 1.5 h and it was quenched with methanol (30 mL) followed by addition of saturated aqueous ammonium chloride solution (50 mL). The mixture was then warmed slowly to room temperature. The solid was filtered and washed with methylene chloride (3×50 mL). The combined organic layers were dried over anhydrous magnesium sulfate, filtered, and concentrated. The residue was purified by MPLC to give the alcohol 5 (2.71 g, 97%) as a white solid (mp=37.0°-38.0° C.).

Provenance & Evidence