HCID 57788451, compound → HCID 57788459, compound

Participants

Reaction Steps

Removal of BOM-protecting group in compound 3. (s)-6-(tert-Butyldimethylsilyloxy)-2,6-dimethyl-heptan-1-ol (4). 1st procedure. To a solution of compound 3 (1.5 g, 3.8 mmol) in ethyl acetate (10 mL) was added Pd/C (10%, 100 mg) at room temperature. The reaction mixture was stirred for 6 days under a continuous stream of hydrogen (from balloon) and Pd/C (100 mg in portions) was added 3 times per day. Then, the mixture was filtered and the solvent was evaporated under reduced pressure. The oily residue was chromatographed on silica gel using hexane/AcOEt (9:1) as an eluent yielding an oily alcohol 4 (0.80 g, 77%).

Provenance & Evidence