Water → HCID 90281961, 화합물

HRID 1497538노트

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HRID 1497538 반응식
[C:1]([O:5][C:6](=[O:44])[CH2:7][N:8]([CH2:30][C:31]1[CH:32]=[C:33]([CH:41]=[CH:42][CH:43]=1)[C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[CH2:9][C:10]([N:12]([C:14]1[CH:19]=[CH:18][C:17]([O:20]COCC[Si](C)(C)C)=[CH:16][C:15]=1[Cl:29])[CH3:13])=[O:11])([CH3:4])([CH3:3])[CH3:2].C([N+](CCCC)(CCCC)CCCC)CCC.O>O1CCCC1>[C:1]([O:5][C:6](=[O:44])[CH2:7][N:8]([CH2:30][C:31]1[CH:32]=[C:33]([CH:41]=[CH:42][CH:43]=1)[C:34]([O:36][C:37]([CH3:39])([CH3:38])[CH3:40])=[O:35])[CH2:9][C:10]([N:12]([C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][C:15]=1[Cl:29])[CH3:13])=[O:11])([CH3:2])([CH3:3])[CH3:4]

참가 물질

5

반응물 3

HCID 962WaterHCID 16028TetrabutylammoniumHCID 90282032HCID 90282032, 화합물

생성물 1

HCID 90281961HCID 90281961, 화합물수율 90.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
50 °C

실험 절차

To a solution of tert-butyl 3-{[(2-tert-butoxy-2-oxoethyl){2-[(2-chloro-4-{[2-(trimethylsilyl)ethoxy]methoxy}phenyl)(methyl)amino]-2-oxoethyl}amino]methyl}benzoate (805 mg) in tetrahydrofuran (16.1 mL) was added a 1 M solution of tetra-n-butylammonium in tetrahydrofuran (3.72 mL), followed by stirring at 50° C. for 4 days. To a reaction solution was added water, followed by extraction with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain tert-butyl 3-{[(2-tert-butoxy-2-oxoethyl){2-[(2-chloro-4-hydroxyphenyl)(methyl)amino]-2-oxoethyl}amino]methyl}benzoate (583 mg).

후처리

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materiala saturated aqueous sodium chloride solution, then dried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-fc2a7e990dee4d56ba8c64bf25c5cc03
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199927B2

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