Water → HCID 59556992、化合物

HRID 1173564ノート

反応式

HRID 1173564 の反応式
[OH:1][C@@H:2]1[C@H:6]([CH3:7])[NH:5][C:4](=[O:8])[CH2:3]1.N1C(C)=CC=CC=1C.FC(F)(F)S(O[Si:23]([C:26]([CH3:29])([CH3:28])[CH3:27])([CH3:25])[CH3:24])(=O)=O.O>C1COCC1>[Si:23]([O:1][C@@H:2]1[C@H:6]([CH3:7])[NH:5][C:4](=[O:8])[CH2:3]1)([C:26]([CH3:29])([CH3:28])[CH3:27])([CH3:25])[CH3:24]

参加物

6

反応物 4

HCID 962WaterHCID 79372,6-LutidineHCID 123564tert-Butyldimethylsilyl trifluoromethanesulphonateHCID 11062347(4S,5S)-4-hydroxy-5-methylpyrrolidin-2-one

生成物 1

HCID 59556992HCID 59556992、化合物収率 76%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of (4S,5S)-4-hydroxy-5-methylpyrrolidin-2-one (3.0 g) in THF (50 mL) was cooled to 0° C., 2,6-lutidine (4.55 mL) and tert-butyldimethylsilyl trifluoromethanesulfonate (6.6 mL) were added thereto and, after warming to room temperature, the mixture was stirred at room temperature for 18 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=9/1→1/2) to give the title compound as a colorless solid (yield: 4.54 g, 76%).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=9/1→1/2)

出典と根拠

ORDレコード
ord-49ad8e34d5054a939095547d228f9933
出典データセット
uspto-grants-2010_11
特許番号
US07834051B2

反応ノート

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