Diethyl Ether → (4aR,5R,8aR)-5-[(R)-5-Hydroxy-1,5-dimethyl-hexyl]-4a-methyl-octahydro-naphtalen-1-one

Participants

Reaction Steps

To a solution of 104 mg (0.35 mMol) of (1S,4aR,5R,8aR)-5-[(R)-5-Hydroxy-1,5-dimethyl-hexyl]-4a-methyl-decahydro-naphtalen-1-ol in 2 ml of CH2Cl2 are added under stirring 91.5 mg (0.42 mMol) of pyridiniumchlorochromate. The reaction mixture is kept stirring for 4 hours, diethylether is added and the slurry is filtered through Florisil using diethylether as eluant. The residue obtained after evaporation in vacuo is chromatographed over 5 g of silicagel with CH2Cl2 /ethylacetate 9/1 to yield 88 mg (85.5%) of oily pure (4aR,5R,8aR)-5-[(R)-5-Hydroxy-1,5-dimethyl-hexyl]-4a-methyl-octahydro-naphtalen-1-one.

Provenance & Evidence