Lovastatin → HCID 14164059, compound

Participants

Reaction Steps

Diisobutylaluminum hydride (1.0 M solution in dichloromethane, 99.0 ml, 99 mmol) was added dropwise to a stirred and cooled (−35° C.) solution of lovastatin (20.0 g, 49.4 mmol) in tetahydrofuran (200 ml) in a period of 1 hours. Stirring was continued for 1 hour at −35° C. Celite (20 g) and sodium sulphate decahydrate (30 g) were added. The mixture was stirred for 20 min. Cooling bath was removed and stirring was continued for 1 hour. The mixture was filtered through a pad of Celite (8.0×1.5 cm) and the solid was washed with ethyl acetate. Evaporation of the combined filtrate gave crude hemiacetals II (19.0 g, yield 99%) as a white foam (HPLC purity>96%). This was used without further purification in the next step.

Provenance & Evidence