関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 3-Amino-5-chloro-2-hydroxybenzenesulfonic acid | HCID 6927 | — |
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| 反応物 | (4S)-5-(Benzyloxy)-4-(((benzyloxy)carbonyl)amino)-5-oxopentanoic acid | HCID 6994031 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N5-(2-hydroxy-3-sulfophenyl)-L-glutamine | HCID 123937419 | 40% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09000208B2 |
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| 出典データセット | uspto-grants-2015_04 |
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| ORD ID | ord-35e8df3ff2784972ada939f7fbd69928 |
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| 出典メモ | uspto-grants-2015_04 |
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