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

HRID 6662
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HRID 6662 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 311Citric AcidHCID 10928Ethyl chloroformateHCID 673357351-acetyl-4-[(4-ethylthiophenyl)-methyl]-3-(beta-D-glucopyranosyloxy)-5-methylpyrazole

생성물 1

HCID 235431631-Acetyl-3-(6-o-ethoxycarbonyl-beta-d-glucopyranosyloxy)-4-[(4-ethylthio-phenyl)methyl]-5-methylpyrazole

시약·촉매·용매 1

HCID 79532,4,6-Trimethylpyridine
용매

실험 절차

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 precipitatse 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).

후처리

  1. stirringthe resulting mixture was stirred at room temperature overnight
  2. filtrationThe resulting precipitatse were collected by filtration
  3. washwashed with 10% aqueous citric acid solution and water

출처 및 근거

ORD 기록
ord-e282bc156d3b4ff5858b7476742a21ad
출처 데이터셋
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07084123B2

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