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Hydrochloric Acid → HCID 59075095, 화합물

HRID 2184332
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HRID 2184332 반응식
[CH3:1][O:2][C:3](=[O:27])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:14](=[O:15])[CH2:13][CH2:12][C@@H:11]1/[CH:16]=[CH:17]/[C:18]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Br:26])[CH:21]=1)=[O:19].[BH4-].[Na+].Cl>CO>[CH3:1][O:2][C:3](=[O:27])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:14](=[O:15])[CH2:13][CH2:12][C@@H:11]1/[CH:16]=[CH:17]/[CH:18]([C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([Br:26])[CH:21]=1)[OH:19]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 59075084HCID 59075084, 화합물

생성물 1

HCID 59075095HCID 59075095, 화합물수율 85.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 7-{(R)-2-[(E)-3-(3-bromo-phenyl)-3-oxo-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid methyl ester (0.78 g, 1.79 mmol) in 15 mL of methanol stirred at 0° C. under nitrogen was added sodium borohydride (0.074 g). The reaction mixture was stirred at room temperature for 6 hours. After addition of 1 N HCl solution the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, concentrated, and purified by chromatography eluting with 50% EtOAc and Hexane followed by 100% EtOAc to yield 670 mg of 7-{(R)-2-[(E)-3-(3-bromo-phenyl)-3-hydroxy-propenyl]-5-oxo-pyrrolidin-1-yl}-heptanoic acid methyl ester. Step 3

후처리

  1. extractionwas extracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated
  4. custompurified by chromatography
  5. washeluting with 50% EtOAc and Hexane

출처 및 근거

ORD 기록
ord-9c80e33cfd324e49bd5c73872addd0bc
출처 데이터셋
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06900336B2

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