Potassium Carbonate → HCID 44595801, compound

Participants

Reaction Conditions

Reaction Steps

β-Hydroxy amide 16 (8 mg, 0.018 mmol) was dissolved in 500 μL DCM and cooled to −78° C. DAST (3 μL, 0.020 mmol, 3.2 mg) was added slowly and the reaction mixture was stirred for 1 hour at −78° C. The reaction was quenched with the addition of ca. 4 mg K2CO3 (0.027 mmol) and allowed to warm to room temperature. Saturated sodium bicarbonate was added (1 mL), the product was extracted with DCM (3×1 mL), washed with brine (1×1 mL), dried over magnesium sulfate and evaporated to give a yellow oil. The product was purified by prep plate chromatography (250 μm×20 cm×20 cm; 9.8:0.2:0.1% DCM-MeOH-Et3N, Rf=0.20) to give 5 mg (65%) of a colorless oil.

Provenance & Evidence