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Ethyl 2-(hydroxyimino)-3-(4,6-dibromo-3-indolyl)propanoate → 4,6-Dibromotryptophan

HRID 375218
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HRID 375218 반응식
O[N:2]=[C:3]([CH2:9][C:10]1[C:18]2[C:13](=[CH:14][C:15]([Br:20])=[CH:16][C:17]=2[Br:19])[NH:12][CH:11]=1)[C:4]([O:6]CC)=[O:5]>C(O)(=O)C.[Zn]>[Br:19][C:17]1[CH:16]=[C:15]([Br:20])[CH:14]=[C:13]2[C:18]=1[C:10]([CH2:9][C@@H:3]([C:4]([OH:6])=[O:5])[NH2:2])=[CH:11][NH:12]2
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참가 물질

4

반응물 1

HCID 73607731Ethyl 2-(hydroxyimino)-3-(4,6-dibromo-3-indolyl)propanoate

생성물 1

HCID 186560664,6-Dibromotryptophan

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

실험 절차

Dissolve ethyl 2-(hydroxyimino)-3-(4,6-dibromo-3-indolyl)propanoate (1.47 g, 3.65 mmol) in acetic acid (200 mL) and add activated zinc dust (1.25 g, 19.2 mmol). Stir at room temperature for 72 hours. Evaporate the acetic acid in vacuo and take up in ethyl acetate (200 mL). Treat with saturated sodium hydrogen carbonate (500 mL). Filter the resulting white precipitate and separate the organic phase. Wash with saturated sodium hydrogen carbonate (100 mL) and brine (100 mL). Dry (MgSO4) and evaporate the solvent in vacuo to give the title compound.

후처리

  1. customEvaporate the acetic acid in vacuo
  2. additionTreat with saturated sodium hydrogen carbonate (500 mL)
  3. filtrationFilter the resulting white precipitate
  4. customseparate the organic phase
  5. washWash with saturated sodium hydrogen carbonate (100 mL) and brine (100 mL)
  6. dry with materialDry (MgSO4)
  7. customevaporate the solvent in vacuo

출처 및 근거

ORD 기록
ord-14d96ed445b945319bd9e2f73e6f2b81
출처 데이터셋
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05484814

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