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

HRID 129846ノート

反応式

HRID 129846 の反応式
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]

参加物

4

反応物 1

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

生成物 1

HCID 186560674,6-Dibromotryptophan ethyl ester

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4fa60268640d441f88c25d780af95ecc
出典データセット
uspto-grants-1995_11
特許番号
US05470870

反応ノート

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