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HRID 1468309作成日:2026年10月25日

3-Amino-5-chloro-2-hydroxybenzenesulfonic acid → N5-(2-hydroxy-3-sulfophenyl)-L-glutamine

https://huagongshe.com/reaction/1468309

反応式

関与物質

役割名称HCID仕込み量
反応物3-Amino-5-chloro-2-hydroxybenzenesulfonic acidHCID 6927—
反応物TetrahydrofuranHCID 8028—
反応物1,1'-CarbonyldiimidazoleHCID 68263—
反応物(4S)-5-(Benzyloxy)-4-(((benzyloxy)carbonyl)amino)-5-oxopentanoic acidHCID 6994031—
溶媒DichloromethaneHCID 6344—
生成物N5-(2-hydroxy-3-sulfophenyl)-L-glutamineHCID 12393741940%

反応手順

Z-Glu-OBn (371 mg, 1 mmol) was dissolved in methylene chloride (1 ml), and CDI (180 mg, 1.1 mmol) was added to the solution. The mixture was stirred at room temperature for 30 minutes. 2-Amino-4-chlorophenol-6-sulfonic acid (223 mg, 1 mmol) and THF (1 ml) were added to the mixture. The mixture was then stirred overnight at room temperature. After the solvent was removed by distillation, the mixture was purified in accordance with the purification step A. The resulting intermediate was dissolved in a methanol-water solvent mixture. A catalytic amount of Pd/C was added to the solution. The mixture was stirred overnight at room temperature in a hydrogen atmosphere. After the catalyst was filtered off, the solvent was removed by distillation. The mixture was purified according to the purification step A to give the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09000208B2
出典データセットuspto-grants-2015_04
ORD IDord-35e8df3ff2784972ada939f7fbd69928
出典メモuspto-grants-2015_04