Sodium hydride → HCID 12132856, 화합물

HRID 22971노트

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HRID 22971 반응식
[H-].[Na+].[O:3]=[C:4]([CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH2:5]P(=O)(OC)OC.[CH2:17]([O:19][C:20](=[O:35])[CH2:21][O:22][CH2:23]/[CH:24]=[CH:25]\[CH2:26][N:27]1[C:31](=[O:32])[CH2:30][CH2:29][C@@H:28]1[CH:33]=O)[CH3:18]>COCCOC>[CH2:17]([O:19][C:20](=[O:35])[CH2:21][O:22][CH2:23]/[CH:24]=[CH:25]\[CH2:26][N:27]1[C@@H:28](/[CH:33]=[CH:5]/[C:4](=[O:3])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH2:29][CH2:30][C:31]1=[O:32])[CH3:18]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 580181Dimethyl (2-oxoheptyl)phosphonateHCID 12132855[(Z)-4-((R)-2-formyl-5-oxo-pyrrolidin-1-yl)-but-2-enyloxy]-acetic acid ethyl ester

생성물 1

HCID 12132856HCID 12132856, 화합물

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매2회

실험 절차

To a solution of sodium hydride (95%, 0.02 g, 0.78 mmol) in 10 mL of anhydrous 1,2-dimethoxyethane at 0° C. under a nitrogen atmosphere was added dimethyl 2-oxoheptylphosphonate (0.17 mL, 0.78 mmol), and the reaction was stirred for 1 hour. A solution of [(Z)-4-((R)-2-formyl-5-oxo-pyrrolidin-1-yl)-but-2-enyloxy]-acetic acid ethyl ester (0.21 g, 0.78 mmol) in 2 mL anhydrous 1,2-dimethoxyethane was added. The reaction was allowed to come to room temperature, stirred for 3 hours and then quenched with an aqueous solution of saturated ammonium chloride. After extraction with ethyl acetate, the organic solution was dried (brine, Na2SO4), evaporated and purified by chromatography to yield {(Z)-4-[(R)-2-oxo-5-((E)-3-oxo-oct-1-enyl)-pyrrolidin-1-yl]-but-2-enyloxy}-acetic acid ethyl ester as an oil. This material was taken directly on to the next step.

후처리

  1. customto come to room temperature
  2. stirringstirred for 3 hours
  3. customquenched with an aqueous solution of saturated ammonium chloride
  4. extractionAfter extraction with ethyl acetate
  5. dry with materialthe organic solution was dried (brine, Na2SO4)
  6. customevaporated
  7. custompurified by chromatography

출처 및 근거

ORD 기록
ord-d46a0295b2bc4e8c8922c2c4c63235b6
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06849657B2

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