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N-bromobutanimide → HCID 22494074, 화합물

HRID 1296207
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HRID 1296207 반응식
[CH2:1]([O:3][C:4](=[O:27])[CH:5]([O:23][CH:24]([CH3:26])[CH3:25])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([CH2:14][NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH:8]=1)[CH3:2].[Br:28]N1C(=O)CCC1=O>C(#N)C.C(OCC)(=O)C>[CH2:1]([O:3][C:4](=[O:27])[CH:5]([O:23][CH:24]([CH3:26])[CH3:25])[CH2:6][C:7]1[CH:8]=[C:9]([CH2:14][NH:15][C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])[C:10]([OH:13])=[C:11]([Br:28])[CH:12]=1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 22494161HCID 22494161, 화합물

생성물 1

HCID 22494074HCID 22494074, 화합물수율 89.3%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

402 mg of 3-(3-[(t-butoxycarbonyl)amino]methyl-4-hydroxyphenyl)-2-isopropoxypropionic acid ethyl ester was dissolved in 5 ml of acetonitrile, and 200 mg of N-bromosuccinimide was added thereto, followed by stirring for 1 hour at room temperature. The reaction mixture was diluted with ethyl acetate, and the organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography, to give 433 mg of 3-(3-bromo-5-[(t-butoxycarbonyl)amino]methyl-4-hydroxyphenyl)-2-isopropoxypropionic acid ethyl ester from fractions eluted with hexane-ethyl acetate (5:1).

후처리

  1. washthe organic layer was washed with water and brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customthe solvent was evaporated
  4. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-5f8c8c26528a4834aabc5a384f7ce815
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07244861B2

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