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

HRID 502104

반응식

HRID 502104 반응식
[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

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 866072521-Chloro-4-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranos-1-yl)-2-[4-(thiophen-3-yl-ethynyl)-benzyl]-benzene

생성물 1

HCID 866072551-Chloro-4-(beta-D-glucopyranos-1-yl)-2-[4-(thiophen-3-yl-ethynyl)-benzyl]-benzene

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-bf68c197e40f42478f62635132e39fba
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772378B2

연결된 노트

불러오는 중…