Sodium borohydride → HCID 23731075, compound

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Reaction Steps

To a solution of tricyclic compound 8 (9.5 mg, 40 μmol) at 0° C. was added NaBH4. The resultant mixture was then stirred at room temperature for 18 h, a small volume of brine/saturated NH4Cl was added, and the solvents were removed in vacuum. The residue was washed several times with warm ethanol. The ethanol extracts were combined and evaporated to dryness with benzene. The solid residue was then washed few times with warm chloroform. The combined chloroform extracts were concentrated to a small volume and applied on a silica Sep-Pak cartridge. Elution with hexane/ethyl acetate (1:9, 20 mL) yielded a pure semisolid triol 9 (6 mg, 75%).

Provenance & Evidence