化工社化工社 化学情報印刷レポート · 研究参考用
1-Hydroxybenzotriazole → Artelinate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 反応物 | Npc182939 | HCID 456410 | — |
| 反応物 | 1-tert-Butyl-3-ethylcarbodiimide | HCID 4594009 | — |
| 反応物 | 4-[[(1R,4R,5S,8S,9S,10R,12R,13S)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxymethyl]benzoic acid | HCID 71719035 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | Artelinate | HCID 73156 | — |
反応手順
Attempts to prepare an hydrazide derivative of artesunate were unsuccessful and resulted in the formation of dihydroartemisinin due to the cyclization reaction. Artelinate was synthesized from dihydroartemisinin as previously described (Shrimali et al. (1998) Indian J. Chem. 37B:1161-1163). Artelinic acid (0.1 g, 0.24 mmol) was dissolved in anhydrous acetonitrile (0.48 mL). To this solution, 1-hydroxybenztriazole (HOBt) (0.038 g, 0.29 mmol) was added, followed by addition of ethyl dimethylethylcarbodiimide (0.055 g, 0.29 mmol). The reaction mixture was stirred at room temperature and monitored by thin-layer chromatography (TLC) until all the acid was converted to the HOBt ester.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08048850B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-c3defc15bea949658fc4a5ffc314abb0 |
| 出典メモ | uspto-grants-2011_11 |