Tigogenin → Spirostan-3-one

Participants

Reaction Steps

Pyridinium chlorochromate (PCC) was added to a mixture of tigogenin (50.00 g, 120.0 mmol), celite (160 g), in CH2Cl2 (1000 mL) at 0° C. The reaction was allowed to come to ambient temperature and was stirred for 5 hours. The reaction was diluted with 1000 4 mL Et2O and was filtered through a silica gel plug. The plug was washed with an additional 6000 mL Et2O. The filtrate was concentrated in vacuo to afford 45.00 g of the title compound (90.4%).

Provenance & Evidence