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5-[2-(1-(S)-benzyl-2-hydroxy-ethylcarbamoyl)-2-phenyl-ethyl]-2-(4-trifluoromethylphenyl)-7-(4-trifluoromethylphenyl)ethynyl-benzofuran-3-carboxylic acid, 6-hydroxyhexyl ester[ No CAS ]
5-[2-(1-(S)-benzyl-2-hydroxy-ethylcarbamoyl)-ethyl]-7-methoxy-2-(4-trifluoromethylphenyl)-benzo[b]furan-3-carboxylic acid, 6-hydroxy-hexyl ester[ No CAS ]
5-[2-(1-(S)-benzyl-2-hydroxy-ethylcarbamoyl)-2-phenyl-ethyl]-2-(4-methoxyphenyl)-7-(4-methoxyphenyl)ethynyl-benzofuran-3-carboxylic acid, 6-hydroxyhexyl ester[ No CAS ]
5-[2-(1-(S)-benzyl-2-hydroxy-ethylcarbamoyl)-2-phenyl-ethyl]-2-(4-methylphenyl)-7-(4-methylphenyl)ethynyl-benzofuran-3-carboxylic acid, 6-hydroxyhexyl ester[ No CAS ]
General procedure: L-Arg hydrochloride (0.04mol) and ethylene glycol (0.02mol) (or 1, 4 butanediol, 1, 6-hexanediol) were directly condensed in refluxed toluene (b.p. 110C) (80mL) with the presence of TsOH·H2O (0.05mol). The heterogeneous solid-liquid reaction mixture was heated to 120C and reflux for 48h after 1.62mL (0.09mol) of water generated and collected by a dean-stark apparatus. The reaction mixture was then cooled to room temperature in about 1h. Toluene was decanted. The reaction mixture was placed in a 500mL round bottom flask filled with sufficient amounts of isopropyl alcohol to completely dissolve the reaction mixture with refluxing at 100C. The clear reaction mixture solution was then cooled down to room temperature to facilitate the precipitation of the Arg alkylene diester monomer from the oversaturated isopropyl alcohol solution in the cooling process. This solution was left for overnight in a freezer (-20C) to promote further precipitation. This step was repeated to purify the monomer by recrystallization in isopropyl alcohol. The precipitant was dried at 30C in a vacuum oven overnight, and the resulting white powder product was di-p-toluene sulfonic acid di-hydrochloride acid salt of bis (l-Arg) alkylene diester.
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