Potassium Carbonate → HCID 68506916, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of Intermediate 11 (150 mg, 0.41 mmol) in acetonitrile (10 mL) are added K2CO3 (80 mg, 0.61 mmol) and dimethylchloromalonate (82 mg, 0.49 mmol). The reaction mixture is stirred at 65° C. for 3 h, and is then diluted with EtOAc, washed with water, dried over MgSO4, filtered and evaporated. The residue is purified by prep. TLC (eluting with Heptane/EA 4:1) and is then dissolved in ethanol (10 mL). NaBH4 (60 mg, 1.59 mmol) is added and the reaction mixture is stirred at rt for 3 h. After cooling to 5° C., water is added and the compound is extracted twice with EtOAc. The org. phase is dried over MgSO4, filtered, concentrated and purified by prep. TLC (eluting with Heptane/EA 1:1) to give the title compound as a yellow wax (54 mg); LC-MS: tR=1.06 min; [M+H]+=442.0.

Provenance & Evidence