Citric Acid → 1-Acetyl-3-(6-o-ethoxycarbonyl-beta-d-glucopyranosyloxy)-4-[(4-ethylthio-phenyl)methyl]-5-methylpyrazole

HRID 746409

反応式

[C:1]([N:4]1[C:8]([CH3:9])=[C:7]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([S:17][CH2:18][CH3:19])=[CH:13][CH:12]=2)[C:6]([O:20][C@@H:21]2[O:29][C@H:28]([CH2:30][OH:31])[C@@H:26]([OH:27])[C@H:24]([OH:25])[C@H:22]2[OH:23])=[N:5]1)(=[O:3])[CH3:2].Cl[C:33]([O:35][CH2:36][CH3:37])=[O:34].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>CC1C=C(C)C=C(C)N=1>[C:1]([N:4]1[C:8]([CH3:9])=[C:7]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([S:17][CH2:18][CH3:19])=[CH:13][CH:12]=2)[C:6]([O:20][C@@H:21]2[O:29][C@H:28]([CH2:30][O:31][C:33]([O:35][CH2:36][CH3:37])=[O:34])[C@@H:26]([OH:27])[C@H:24]([OH:25])[C@H:22]2[OH:23])=[N:5]1)(=[O:3])[CH3:2]

参加物

実験手順

To a solution of 1-acetyl-4-[(4-ethylthiophenyl)-methyl]-3-(β-D-glucopyranosyloxy)-5-methylpyrazole (0.03 g) in 2,4,6-trimethylpyridine (0.5 mL) was added ethyl chloroformate (0.012 mL), and the mixture was stirred at room temperature overnight. To the reaction mixture was added 10% aqueous citric acid solution (5 mL), and the resulting mixture was stirred at room temperature overnight. The resulting precipitates were collected by filtration and washed with 10% aqueous citric acid solution and water to give 1-acetyl-3-(6-O-ethoxycarbonyl-β-D-glucopyranosyloxy)-4-[(4-ethylthiophenyl)methyl]-5-methylpyrazole (0.020 g).

後処理

stirringthe resulting mixture was stirred at room temperature overnight
customThe resulting precipitates
filtrationwere collected by filtration
washwashed with 10% aqueous citric acid solution and water

出典と根拠

ORDレコード: ord-7415f587de85469f85610118e3a82b26
出典データセット: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07393838B2

反応式

参加物

反応物 3

生成物 1

試薬・触媒・溶媒 1

実験手順

後処理

出典と根拠

関連ノート