Tetrahydrofuran → (1R,2S)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-formyl-1-{2-[4-(trifluoromethyl)phenyl]ethyl}butyl formate

HRID 2410431ノート

反応式

HRID 2410431 の反応式
I([O-])(=O)(=O)=O.[Na+].[OH:7][C@@H:8]1[C@H:12]([OH:13])[O:11][C@H:10]([CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)[C@@H:9]1[CH2:26][CH2:27][N:28]1[C:36](=[O:37])[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:29]1=[O:38].O1CCCC1>CO>[CH:12]([O:11][C@H:10]([CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]([F:23])([F:25])[F:24])=[CH:18][CH:17]=1)[C@@H:9]([CH:8]=[O:7])[CH2:26][CH2:27][N:28]1[C:36](=[O:37])[C:35]2[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:29]1=[O:38])=[O:13]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 23667635Sodium periodateHCID 67183312HCID 67183312、化合物

生成物 1

HCID 86700972(1R,2S)-4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2-formyl-1-{2-[4-(trifluoromethyl)phenyl]ethyl}butyl formate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of sodium metaperiodate (0.313 g in 1 mL of water) was added to a solution of the compound obtained from step f above (0.22 g) in methanol:tetrahydrofuran (3 mL:1 mL) at 0° C. The reaction mixture was stirred for 2 hours at same temperature. After stirring the reaction mixture for an additional 6 hours at room temperature, the reaction mixture was evaporated on a rotary evaporator, and the residue was taken into water and extracted with ethyl acetate. The organic layer was washed with water and brine solution, and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure to afford the title compound (0.22 g).

後処理

  1. customat 0° C
  2. stirringAfter stirring the reaction mixture for an additional 6 hours at room temperature
  3. customthe reaction mixture was evaporated on a rotary evaporator
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with water and brine solution
  6. dry with materialdried over anhydrous sodium sulphate
  7. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-637417b8635d411ab22079f41dae7c16
出典データセット
uspto-grants-2014_08
特許番号
US08816073B2

反応ノート

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