Potassium Sodium Tartrate → HCID 58505640, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the ethyl 3-{6-tert-butoxy-1-[(4-chlorophenyl)carbonyl]-3-(2,2-dimethylpropanoyl)indolizin-2-yl}-2,2-dimethylpropanoate (1.23 g, 2.27 mmol) in CH2Cl2 (10 mL) is added aluminum chloride (454 mg, 3.41 mmol). The reaction is stirred for 30 min at 23° C. then treated with a saturated aqueous solution of Rochelle's salt. The mixture is partitioned between CH2Cl2 and brine, then organics are collected, dried with MgSO4, filtered, and concentrated in vacuo. Purification of the crude by flash chromatography (SiO2, hexanes to 25% EtOAc in hexanes) affords ethyl 3-{1-[(4-chlorophenyl)carbonyl]-3-(2,2-dimethylpropanoyl)-6-hydroxyindolizin-2-yl}-2,2-dimethylpropanoate (605 mg, 22%).

Provenance & Evidence