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Acetic Acid → 4-(4-Bromophenyl)-3-[3-(tert-butyldimethylsilanyloxy)-3-(4-fluorophenyl)propyl]-1-(4-fluorophenyl)azetidin-2-one

HRID 2104914
ノート
印刷プレビュー

反応式

HRID 2104914 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:42][C:43]2[CH:48]=[CH:47][C:46]([F:49])=[CH:45][CH:44]=2)[CH:9]([CH2:24][CH2:25][CH:26]([O:34][Si:35]([C:38]([CH3:41])([CH3:40])[CH3:39])([CH3:37])[CH3:36])[C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[C:10](N2C(C3C=CC=CC=3)COC2=O)=[O:11])=[CH:4][CH:3]=1.C[Si](C([Si](C)(C)C)C(N)=O)(C)C.O.O.O.[F-].C([NH+](CCCC)CCCC)CCC.C(O)(=O)C>COC(C)(C)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[N:42]([C:43]3[CH:48]=[CH:47][C:46]([F:49])=[CH:45][CH:44]=3)[C:10](=[O:11])[CH:9]2[CH2:24][CH2:25][CH:26]([O:34][Si:35]([C:38]([CH3:40])([CH3:41])[CH3:39])([CH3:37])[CH3:36])[C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 176Acetic AcidHCID 11708267BistrimethylsilylacetamidHCID 22252057Tributylammonium fluoride trihydrateHCID 222520673-[2-[(4-Bromophenyl)-(4-fluorophenylamino)methyl]-5-(tert-butyl-dimethylsilanyloxy)-5-(4-fluorophenyl)pentanoyl]-4-phenyloxazolidin-2-one

生成物 1

HCID 222520774-(4-Bromophenyl)-3-[3-(tert-butyldimethylsilanyloxy)-3-(4-fluorophenyl)propyl]-1-(4-fluorophenyl)azetidin-2-one

試薬・触媒・溶媒 1

HCID 15413tert-Butyl methyl ether溶媒

実験手順

3.34 g of 3-[2-[(4-bromophenyl)-(4-fluorophenylamino)methyl]-5-(tert-butyl-dimethylsilanyloxy)-5-(4-fluorophenyl)pentanoyl]-4-phenyloxazolidin-2-one are suspended in 70 ml of tert-butyl methyl ether. 3.8 ml of bis(trimethylsilyl)acetamide and 144 mg of tributylammonium fluoride trihydrate are then added. The reaction mixture is stirred at room temperature overnight, and 0.7 ml of glacial acetic acid are then added. The reaction mixture is concentrated using a rotary evaporator and the residue is purified by column chromatography (SiO2; ethyl acetate/heptane 1:4). The product is, obtained as a clear oil. C30H34BrF2NO2Si (586) MS (ESI): M+-131

後処理

  1. concentrationThe reaction mixture is concentrated
  2. customa rotary evaporator
  3. customthe residue is purified by column chromatography (SiO2; ethyl acetate/heptane 1:4)
  4. customobtained as a clear oil

出典と根拠

ORDレコード
ord-016c777838684b7abff9c2195d14cb88
出典データセット
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07576200B2

反応ノート

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