Triethylamine → N-(Benzyloxycarbonyl)-4,6-dibromotryptophan ethyl ester

HRID 129851ノート

反応式

HRID 129851 の反応式
[CH2:1]([O:3][C:4](=[O:19])[C@H:5]([CH2:7][C:8]1[C:16]2[C:11](=[CH:12][C:13]([Br:18])=[CH:14][C:15]=2[Br:17])[NH:10][CH:9]=1)[NH2:6])[CH3:2].C(N(CC)CC)C.Cl[C:28]([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:29]>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:19])[C@H:5]([CH2:7][C:8]1[C:16]2[C:11](=[CH:12][C:13]([Br:18])=[CH:14][C:15]=2[Br:17])[NH:10][CH:9]=1)[NH:6][C:28]([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[O:29])[CH3:2]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 186560674,6-Dibromotryptophan ethyl ester

生成物 1

HCID 53945469N-(Benzyloxycarbonyl)-4,6-dibromotryptophan ethyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Mix DL-4,6-dibromotryptophan ethyl ester (1.20 g, 3.07 mmol), triethylamine (341 mg, 3.38 mmol) and methylene chloride (50 mL). Add benzyl chloroformate (692 mg, 4.06 mmol) and stir for 12 hours. Dilute with methylene chloride, wash with 1M hydrochloric acid (100 mL) and brine (100 mL). Dry (MgSO4) and evaporate the solvent in vacuo and purify by silica gel chromatography to give the title compound.

後処理

  1. washwash with 1M hydrochloric acid (100 mL) and brine (100 mL)
  2. dry with materialDry (MgSO4)
  3. customevaporate the solvent in vacuo
  4. custompurify by silica gel chromatography

出典と根拠

ORDレコード
ord-0e861a8b944a490bac1a33adf0becfff
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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