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Isoglutamine → 4-[9-((s)-1-Carbamoyl-3-carboxypropylcarbamoyl)nonyloxy]benzoic acid tert-butyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Isoglutamine | HCID 445883 | — |
| 反応物 | 4-[9-(2,5-Dioxopyrrolidin-1-yloxycarbonyl)nonyloxy]benzoic acid tert-butyl ester | HCID 87125735 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 4-[9-((s)-1-Carbamoyl-3-carboxypropylcarbamoyl)nonyloxy]benzoic acid tert-butyl ester | HCID 67145783 | 86% |
反応手順
4-[9-(2,5-Dioxopyrrolidin-1-yloxycarbonyl)nonyloxy]benzoic acid tert-butyl ester (200 mg, 0.433 mmol) was stirred in DMF (2 mL) and H-Glu-NH2 (63 mg) was added. The non-homogeneous mixture was stirred at rt for 16 h. LC/MS analysis indicated the reaction had not gone to completion. H-Glu-NH2 (20 mg) and more DMF (2 mL) were added and the mixture was stirred for 2 d at rt. The sample was concentrated under vacuum and AcOEt (50 mL) was added. The solution was washed with 0.2 N HCl (2×25 mL) and water (25 mL), dried over MgSO4, and concentrated under vacuum to yield a white solid (180 mg, 86% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08933021B2 |
| 出典データセット | uspto-grants-2015_01 |
| ORD ID | ord-fe6b03934fe4490ea9d941edb72f3d3d |
| 出典メモ | uspto-grants-2015_01 |