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N-Iodosuccinimide → HCID 22494282, 화합물

HRID 1296213
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HRID 1296213 반응식
[CH2:1]([O:3][C:4](=[O:28])[CH:5]([O:24][CH:25]([CH3:27])[CH3:26])[CH2:6][C:7]1[CH:12]=[C:11]([CH2:13][NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:10]([OH:22])=[C:9](Br)[CH:8]=1)[CH3:2].[I:29]N1C(=O)CCC1=O>C(#N)C.C(OCC)(=O)C>[CH2:1]([O:3][C:4](=[O:28])[CH:5]([O:24][CH:25]([CH3:27])[CH3:26])[CH2:6][C:7]1[CH:12]=[C:11]([CH2:13][NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:10]([OH:22])=[C:9]([I:29])[CH:8]=1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 120273N-IodosuccinimideHCID 22494074HCID 22494074, 화합물

생성물 1

HCID 22494282HCID 22494282, 화합물수율 35.9%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

253 mg of 3-(3-bromo-5-[(t-butoxycarbonyl)amino]methyl-4-hydroxyphenyl)-2-isopropoxypropionic acid ethyl ester was dissolved in 3 ml of acetonitrile, and 157 mg of N-iodosuccinimide was added. After stirring for 2.5 days at room temperature, the reaction mixture was diluted with ethyl acetate. The organic layer was washed with water and saturated sodium thiosulfate water, and dried over anhydrous magnesium sulfate, and the solvent was evaporated. The residue was purified by silica gel column chromatography, and 100 mg of 3-(3-iodo-5-[(t-butoxycarbonyl)amino]methyl-4-hydroxyphenyl)-2-isopropoxypropionic acid ethyl ester was obtained from fractions eluted with hexane-ethyl acetate (4:1).

후처리

  1. washThe organic layer was washed with water and saturated sodium thiosulfate water
  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-99bcbc1602a8436b9a7242421b27a5c7
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07244861B2

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