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

HRID 129846노트

반응식

HRID 129846 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][CH2:7][CH3:8])=[O:5]>C(O)(=O)C.[Zn]>[CH2:7]([O:6][C:4](=[O:5])[C@H: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)[NH2:2])[CH3:8]

참가 물질

4

반응물 1

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

생성물 1

HCID 186560674,6-Dibromotryptophan ethyl ester

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-4fa60268640d441f88c25d780af95ecc
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05470870

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