(6aR,7S,9aS,11S,13aS)-11-amino-5-benzyloxy-2,3,6,6a,7,8,9,9a,10,11,12,13-dodecahydro-6a,7,10,10-tetramethyl-3-oxo-1H-benzo[8,8a][1]benzopyrano[2,3-e]isoindole → (6aR,7S,9aS,11S,13aS)-11-amino-2,3,6,6a,7,8,9,9a,10,11,12,13-dodecahydro-5-hydroxy-6a,7,10,10-tetramethyl-3-oxo-1H-benzo[8,8a][1]benzopyrano[2,3-e]isoindole

Participants

Reaction Steps

To Compound (46a) (30 mg, 0.063 mmol) dissolved in 4.0 ml of methanol was added 6 mg of 10% palladium-carbon, and the mixture stirred under hydrogen atmosphere for 1 hour at room temperature. After the palladium-carbon was removed by filtration, the filtrate was concentrated under reduced pressure. The residue was crystallized from diethyl ether, and recrystallized from diethyl ether-methanol to give 16 mg (48%) of Compound (47a).

Provenance & Evidence