Sodium Chloride → 1-chloro-2-(4-cyclopentyloxybenzyl)-4-(beta-D-glucopyranos-1-yl)-benzene

HRID 19826

反応式

HRID 19826 の反応式
I[CH:2]1[CH2:6][CH2:5][CH2:4][CH2:3]1.[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C@:14]2([O:23][C@H:22]([CH2:24][OH:25])[C@@H:20]([OH:21])[C@H:18]([OH:19])[C@H:16]2[OH:17])[OH:15])=[CH:10][C:9]=1[CH2:26][C:27]1[CH:32]=[CH:31][C:30]([OH:33])=[CH:29][CH:28]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[Cl-].[Na+]>CN(C)C=O>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C@:14]2([O:23][C@H:22]([CH2:24][OH:25])[C@@H:20]([OH:21])[C@H:18]([OH:19])[C@H:16]2[OH:17])[OH:15])=[CH:10][C:9]=1[CH2:26][C:27]1[CH:28]=[CH:29][C:30]([O:33][CH:2]2[CH2:6][CH2:5][CH2:4][CH2:3]2)=[CH:31][CH:32]=1

参加物

6

反応物 4

HCID 5234Sodium ChlorideHCID 10796Cesium carbonate2 回HCID 73784Iodocyclopentane2 回HCID 866006741-Chloro-4-(beta-glucopyranos-1-yl)-2-(4-hydroxybenzyl)-benzene

生成物 1

HCID 866006791-chloro-2-(4-cyclopentyloxybenzyl)-4-(beta-D-glucopyranos-1-yl)-benzene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

0.16 mL Iodocyclopentane are added to a mixture of 0.25 g 1-chloro-4-(β-D-glucopyranos-1-yl)-2-(4-hydroxybenzyl)-benzene and 0.4 g caesium carbonate in 2.5 mL of dimethylformamide. The mixture is stirred for 4 h at 45° C., before another 0.1 g caesium carbonate and 0.05 ml iodocyclopentane are added. After another 14 h stirring at 45° C. aqueous sodium chloride solution is added and the resulting mixture is extracted with ethyl acetate. The organic phase is dried over sodium sulfate, the solvent is removed and the residue is purified using silica gel (dichloromethane/methanol 1:0->5:1).

後処理

  1. additionare added
  2. additionis added
  3. extractionthe resulting mixture is extracted with ethyl acetate
  4. dry with materialThe organic phase is dried over sodium sulfate
  5. customthe solvent is removed
  6. customthe residue is purified

出典と根拠

ORDレコード
ord-09e5850bcd984e31877c680ea05c7723
出典データセット
uspto-grants-2010_06
特許番号
US07745414B2

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