HCID 67105696, compound → HCID 86652833, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 12 (1.05 g, 2.34 mmol) in methanol (30 mL) and ethyl acetate (60 mL) was treated with 20% palladium on activated carbon (50% wet, 0.10 g) and was hydrogenated at 30 psi in a Parr shaker for 16 hr. The catalyst was filtered out and washed with ethyl acetate. The solvent was removed in a rotary evaporator and the crude product was purified by chromatography on silica (80 g) with 1% ethyl acetate in hexane (3 L). The relevant fractions were stripped and the residue was taken up in ethanol (10 mL) and stirred at 65° C. for 30 min. The resulting slurry was allowed to cool overnight. The crystals were collected by filtration, washed with cold ethanol and dried in a vacuum oven at 65° C. to produce pure B3 (0.29 g, 35%).

Provenance & Evidence