Water → HCID 57587037, compound

Participants

Reaction Steps

A solution containing 23.6 mg (0.04 mmol) of (S)-(+)-N-acetyl-2,4,6-tribromo-5-methoxytryptophan methyl ester (4) dissolved in 2.0 mL of N,N-dimethylformamide was charged with 21.6 mg (0.16 mmol) of potassium carbonate and subsequently with 0.08 mL (d=1.335, 0.9 mmol) of propargyl bromide. The mixture was stirred at room temperature for 30 minutes. The reaction solution was charged with water and subjected to extraction with ethyl acetate. The organic phase was washed with a saturated saline and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure to obtain pink oil. Purification by column chromatography using silica gel as a carrier and chloroform as an elution solvent was performed to obtain the substance of interest (7) at a yield of 23.9 mg (94%).

Provenance & Evidence