Tetrahydrofuran → HCID 131724974, compound

Participants

Reaction Steps

To a solution of 95 mg of N-Boc-2-(S)-methyl-(L)-prolyl-4-(2-cyanophenoxy)-phenylalanine, hydrochloride, 61 mg 3,5-dichlorobenzenesulfonyl chloride, and 2.5 mL of tetrahydrofuran at 0° C. was added 110 uL of diisopropylethylamine via syringe. The reaction was allowed to warm to room temperature and run at said temperature overnight. The reaction was diluted with methylene chloride, washed with water, 1N hydrochloric acid, saturated sodium bicarbonate solution, and saturated salt solution. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuo. The product was purified via silica gel chromatography, eluted with 80% hexane:20% acetone to yield 62 mg of of N-(3,5-dichlorobenzenesulfonyl)-2-(S)-methyl-(L)-prolyl-4-(2-cyanophenoxy)-phenylalanine, methyl ester.

Provenance & Evidence