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

HRID 19826

반응식

HRID 19826 반응식
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

참가 물질

6

반응물 4

HCID 5234Sodium ChlorideHCID 10796Cesium carbonate2회HCID 73784Iodocyclopentane2회HCID 866006741-Chloro-4-(beta-glucopyranos-1-yl)-2-(4-hydroxybenzyl)-benzene

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-09e5850bcd984e31877c680ea05c7723
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745414B2

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