HCID 59198487, compound → HCID 23581994, compound

Participants

Reaction Steps

To a suspension of the product of Step 1 in toluene (0.022 M) was added KOSiMe3 (5 equiv). The mixture was brought to reflux for 30 min, and was then stirred at room temperature overnight. Following removal of solvent under vacuum, the residue was partitioned between EtOAc/THF and H2O. The resulting emulsion was filtered, and the organic layer was dried (MgSO4), filtered, and evaporated. The crude was dissolved in TFA (0.022 M), and the resulting solution was stirred at 45° C. for 1.5 h. After removal of the TFA under vacuum, the crude material was purified by flash chromatography, eluting 1:1 EtOAc:hexanes, EtOAc, and 1:30 MeOH:EtOAc. The product was stirred with 1:10 EtOAc:hexanes containing trace acetone to give the title compound, after filtration, as an off-white solid.

Provenance & Evidence