Succinic anhydride → (S)-3-(4-(2-(4-((S)-3-chloro-2-hydroxypropoxy)phenyl)propan-2-yl)phenoxy)propane-1,2-diol trisuccinate

HRID 705327노트

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HRID 705327 반응식
[Cl:1][CH2:2][C@@H:3]([OH:27])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([C:15]2[CH:26]=[CH:25][C:18]([O:19][CH2:20][C@H:21]([OH:24])[CH2:22][OH:23])=[CH:17][CH:16]=2)([CH3:14])[CH3:13])=[CH:8][CH:7]=1.[C:28]1(=[O:34])[O:33][C:31](=[O:32])[CH2:30][CH2:29]1>N1C=CC=CC=1>[C:28]([OH:33])(=[O:34])[CH2:29][CH2:30][C:31]([OH:5])=[O:32].[C:28]([OH:33])(=[O:34])[CH2:29][CH2:30][C:31]([OH:5])=[O:32].[C:28]([OH:33])(=[O:34])[CH2:29][CH2:30][C:31]([OH:5])=[O:32].[Cl:1][CH2:2][C@@H:3]([OH:27])[CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]([C:15]2[CH:16]=[CH:17][C:18]([O:19][CH2:20][C@@H:21]([OH:24])[CH2:22][OH:23])=[CH:25][CH:26]=2)([CH3:14])[CH3:13])=[CH:10][CH:11]=1

참가 물질

4

반응물 2

HCID 7922Succinic anhydrideHCID 45107537Ralaniten

생성물 1

HCID 131733683(S)-3-(4-(2-(4-((S)-3-chloro-2-hydroxypropoxy)phenyl)propan-2-yl)phenoxy)propane-1,2-diol trisuccinate

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
70 °C

실험 절차

To a solution of (R)-3-(4-(2-(4-((S)-3-chloro-2-hydroxypropoxy)phenyl)propan-2-yl)phenoxy)propane-1,2-diol (700 mg, 1.77 mmol) in anhydrous pyridine (6.0 ml) were added succinic anhydride (710 mg, 7.10 mmol) and the mixture was heated at 70° C. After 3 h, the reaction mixture was quenched with an aqueous solution of sodium chloride and stirred for 15 min, and the resulting mixture was extracted twice with ethyl acetate. The organic phases were combined, dried over anhydrous magnesium sulfate, and filtered. Solvents were evaporated, and the resulting crude material was purified by silica gel flash chromatography (eluent: 5% to 30% methanol in dichloromethane) to provide the title compound.

후처리

  1. customthe reaction mixture was quenched with an aqueous solution of sodium chloride
  2. extractionthe resulting mixture was extracted twice with ethyl acetate
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customSolvents were evaporated
  6. customthe resulting crude material was purified by silica gel flash chromatography (eluent: 5% to 30% methanol in dichloromethane)

출처 및 근거

ORD 기록
ord-fdd9599908bc422aa636f6d296deaa92
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09173939B2

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