Water → HCID 59556992, 화합물

HRID 1173564노트

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HRID 1173564 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 59556992HCID 59556992, 화합물수율 76%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-49ad8e34d5054a939095547d228f9933
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07834051B2

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