Hydrochloric Acid → 1-Chloro-4-(beta-D-glucopyranos-1-yl)-2-[4-(thiophen-3-yl-ethynyl)-benzyl]-benzene

HRID 502104

反応式

HRID 502104 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@:8]2([O:26][C@H:25]([CH2:27][O:28]C(=O)C)[C@@H:20]([O:21]C(=O)C)[C@H:15]([O:16]C(=O)C)[C@H:10]2[O:11]C(=O)C)[OH:9])=[CH:4][C:3]=1[CH2:32][C:33]1[CH:38]=[CH:37][C:36]([C:39]#[C:40][C:41]2[CH:45]=[CH:44][S:43][CH:42]=2)=[CH:35][CH:34]=1.[OH-].[K+].Cl>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@:8]2([O:26][C@H:25]([CH2:27][OH:28])[C@@H:20]([OH:21])[C@H:15]([OH:16])[C@H:10]2[OH:11])[OH:9])=[CH:4][C:3]=1[CH2:32][C:33]1[CH:38]=[CH:37][C:36]([C:39]#[C:40][C:41]2[CH:45]=[CH:44][S:43][CH:42]=2)=[CH:35][CH:34]=1

参加物

5

実験手順

To a solution of 0.52 g 1-chloro-4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranos-1-yl)-2-[4-(thiophen-3-yl-ethynyl)-benzyl]-benzene in 9 mL methanol is added 0.85 mL of 4 M potassium hydroxide solution. The solution is stirred at ambient temperature for one hour and then neutralised with 1 M hydrochloric acid. After the methanol is evaporated the residue is combined with brine and the resultant mixture is extracted with ethyl acetate. The organic extracts are dried over sodium sulfate, and the solvent is removed. The residue is purified by chromatography on silica gel (dichloromethane/methanol 1:0→5:1).

後処理

  1. customAfter the methanol is evaporated the residue
  2. extractionthe resultant mixture is extracted with ethyl acetate
  3. dry with materialThe organic extracts are dried over sodium sulfate
  4. customthe solvent is removed
  5. customThe residue is purified by chromatography on silica gel (dichloromethane/methanol 1:0→5:1)

出典と根拠

ORDレコード
ord-bf68c197e40f42478f62635132e39fba
出典データセット
uspto-grants-2010_08
特許番号
US07772378B2

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