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

HRID 1078430노트

반응식

HRID 1078430 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d3f97451fbd14c58911855095376d7fc
출처 데이터셋
uspto-grants-1996_08
특허 번호
US05547991

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