HCID 86685420, compound → HCID 71060828, compound

Participants

Reaction Steps

10% Palladium on carbon (0.213 g, 0.200 mmol) was added under a nitrogen atmosphere to a solution of rel-(3aR,9bS)-1-benzyl-7-fluoro-9b-methyl-3,3a,4,9b-tetrahydro-1H-chromeno[4,3-c]isoxazole from step F2 (1.2 g, 4.01 mmol), in MeOH (200 mL). The resulting flask was repeatedly flushed with hydrogen gas and vigorously stirred under an atmosphere of hydrogen (double balloon) for 24 h. The reaction mixture was purged with nitrogen, filtered through celite, and concentrated in vacuo. The filtrate was dissolved in MeOH and passed through a 0.45 um filter. The filtrate was concentrated in vacuo and dried under high vacuum to afford rel-((3S,4S)-4-amino-7-fluoro-4-methylchroman-3-yl)methanol (0.80 g, 3.8 mmol, 94% yield) as a viscous oil. The crude product was used for subsequent chemistry without purification or characterization.

Provenance & Evidence