1-Hydroxybenzotriazole → Artelinate

HRID 553405

反応式

HRID 553405 の反応式
C[C@H]1[C@@H]2CCC3(C)OO[C@]42[C@H]([C@@H](C)[C@@H](O)O[C@@H]4O3)CC1.[CH3:21][C@@H:22]1[C@H:31]2[CH2:32][CH2:33][C@@:34]3([CH3:38])[O:36][O:37][C@@:30]42[C@H:25]([C@H:26]([CH3:50])[C@H:27]([O:39][CH2:40][C:41]2[CH:42]=[CH:43][C:44]([C:47]([OH:49])=[O:48])=[CH:45][CH:46]=2)[O:28][C@@H:29]4[O:35]3)[CH2:24][CH2:23]1.ON1C2C=CC=CC=2N=N1.C(N=C=NC(C)(C)C)C>C(#N)C>[CH3:21][C@H:22]1[C@@H:31]2[CH2:32][CH2:33][C:34]3([CH3:38])[O:36][O:37][C@:30]42[C@H:25]([C@@H:26]([CH3:50])[C@@H:27]([O:39][CH2:40][C:41]2[CH:46]=[CH:45][C:44]([C:47]([OH:49])=[O:48])=[CH:43][CH:42]=2)[O:28][C@@H:29]4[O:35]3)[CH2:24][CH2:23]1

参加物

6

実験手順

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.

出典と根拠

ORDレコード
ord-c3defc15bea949658fc4a5ffc314abb0
出典データセット
uspto-grants-2011_11
特許番号
US08048850B2

関連ノート

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