聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → 3-[3-Benzyloxy-3-(4-fluoro-phenyl)-propyl]-4-(4-benzyloxy-phenyl)-1-(4-fluoro-phenyl)-azetidin-2-one

HRID 1052898

反应方程式

HRID 1052898 反应方程式
C[O:2][C:3](=O)[CH:4]([CH:23]([C:32]1[CH:37]=[CH:36][C:35]([O:38][CH2:39][C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[CH:34][CH:33]=1)[NH:24][C:25]1[CH:30]=[CH:29][C:28](F)=[CH:27][CH:26]=1)[CH2:5][CH2:6][CH:7](OCC1C=CC=CC=1)[C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=1.CC(O[Si](C)(C)C)=N[Si](C)(C)C.[F-:59].C([N+](CCCC)(CCCC)CCCC)CCC.[OH2:77].[C:78]1([CH3:84])[CH:83]=[CH:82][CH:81]=[CH:80][CH:79]=1>>[CH2:84]([O:77][CH:7]([C:8]1[CH:9]=[CH:10][C:11]([F:14])=[CH:12][CH:13]=1)[CH2:6][CH2:5][CH:4]1[CH:23]([C:32]2[CH:33]=[CH:34][C:35]([O:38][CH2:39][C:40]3[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=3)=[CH:36][CH:37]=2)[N:24]([C:25]2[CH:30]=[CH:29][C:28]([F:59])=[CH:27][CH:26]=2)[C:3]1=[O:2])[C:78]1[CH:83]=[CH:82][CH:81]=[CH:80][CH:79]=1

参与物

6

反应物 5

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]HCID 1140甲苯HCID 25248N,O-双三甲硅基乙酰胺HCID 2724141四丁基氟化铵HCID 667134205-Benzyloxy-2-[(4-benzyloxy-phenyl)-(4-fluoro-phenylamino)-methyl]-5-(4-fluoro-phenyl)-pentanoic acid methyl ester

产物 1

HCID 667132803-[3-Benzyloxy-3-(4-fluoro-phenyl)-propyl]-4-(4-benzyloxy-phenyl)-1-(4-fluoro-phenyl)-azetidin-2-one

实验过程

2 gms of 5-Benzyloxy-2-[(4-benzyloxy-phenyl)-(4-fluoro-phenylamino)-methyl]-5-(4-fluoro-phenyl)-pentanoic acid methyl ester was dissolved in 20 ml of toluene and stirred at room temperature for 5-20 minutes. To the reaction mass 2.39 ml of N,O-Bis-(trimethylsilyl)-acetamide was added and temperature was raised to 40-60° C. To this 0.04 gms of Tetra butyl ammonium fluoride was added and reaction was monitored by TLC. Water was added and organic fraction was distilled to get 1.5 gms of 3-[3-Benzyloxy-3-(4-fluoro-phenyl)-propyl]-4-(4-benzyloxy-phenyl)-1-(4-fluoro-phenyl)-azetidin-2-one.

后处理

  1. temperaturetemperature was raised to 40-60° C
  2. customreaction
  3. distillationorganic fraction was distilled

来源与证据

ORD记录
ord-17fd14a86c0e44c4959782ed675e4770
来源数据集
uspto-grants-2016_07
专利号
US09388440B2

关联笔记

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