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Thionyl Chloride → HCID 50898388, 화합물

HRID 1847115
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HRID 1847115 반응식
O[N:2]=[C:3]1[CH2:27][CH2:26][C@@:25]2([CH3:28])[CH:5]([C:6](=[O:30])[O:7][C:8]3[C@H:9]4[C@:21]([CH3:29])([CH2:22][CH2:23][C:24]=32)[C@@H:12]([C@@H:13]([CH3:20])[CH2:14][CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])[CH2:11][CH2:10]4)[CH2:4]1.S(Cl)(Cl)=[O:32].C(=O)(O)[O-].[Na+]>O1CCOCC1>[CH3:28][C@:25]12[CH2:26][CH2:27][NH:2][C:3](=[O:32])[CH2:4][C@@H:5]1[C:6](=[O:30])[O:7][C:8]1[C@@H:9]3[CH2:10][CH2:11][C@H:12]([C@@H:13]([CH2:14][CH2:15][CH2:16][CH:17]([CH3:18])[CH3:19])[CH3:20])[C@@:21]3([CH3:29])[CH2:22][CH2:23][C:24]=12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 86667487HCID 86667487, 화합물

생성물 1

HCID 50898388HCID 50898388, 화합물수율 28%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

Compound 3 (41.5 mg, 0.0999 mmol) obtained in Example 3 was dissolved in 1,4-dioxane (3.0 mL), and thionyl chloride (21.9 μL, 0.300 mmol) was added thereto at room temperature, followed by stirring for 1 hour. A saturated aqueous sodium bicarbonate solution was added to the reaction mixture, followed by extraction with ethyl acetate twice. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to yield a residue. The residue was purified by preparative thin layer chromatography to obtain the title compound (11.6 mg, 28%).

후처리

  1. customat room temperature
  2. extractionfollowed by extraction with ethyl acetate twice
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customto yield a residue
  7. customThe residue was purified by preparative thin layer chromatography

출처 및 근거

ORD 기록
ord-8b424a794fd34442ace64fb08d4d8c3d
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08952003B2

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