Water → 2'-(2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyloxy)-6'-(methoxycarbonylmethoxy)acetophenone

HRID 230892

反応式

HRID 230892 の反応式
[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[O:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([OH:31])[C:26]=1[C:32](=[O:34])[CH3:33])(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Br[CH2:42][C:43]([O:45][CH3:46])=[O:44].O>CN(C)C=O>[C:1]([O:4][C@@H:5]1[C@@H:10]([O:11][C:12](=[O:14])[CH3:13])[C@H:9]([O:15][C:16](=[O:18])[CH3:17])[C@@H:8]([CH2:19][O:20][C:21](=[O:23])[CH3:22])[O:7][C@H:6]1[O:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([O:31][CH2:42][C:43]([O:45][CH3:46])=[O:44])[C:26]=1[C:32](=[O:34])[CH3:33])(=[O:3])[CH3:2]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 105527942'-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyloxy)-6'-hydroxyacetophenone

生成物 1

HCID 671359432'-(2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyloxy)-6'-(methoxycarbonylmethoxy)acetophenone

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2′-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyloxy)-6′-hydroxyacetophenone (0.6 g) in N,N-dimethylformamide (5 mL) were added potassium carbonate (0.26 g) and methyl bromoacetate (0.13 mL), and the mixture was stirred at room temperature for 3 days. The reaction mixture was poured into water, and the precipitated crystals were collected by filtration. The crystals were washed with water and dried under reduced pressure to give the title compound (0.62 g).

後処理

  1. filtrationthe precipitated crystals were collected by filtration
  2. washThe crystals were washed with water
  3. customdried under reduced pressure

出典と根拠

ORDレコード
ord-ce29af43ecdd456797ca97aced649fad
出典データセット
uspto-grants-2009_07
特許番号
US07566699B2

関連ノート

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