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

HRID 2379120노트

반응식

HRID 2379120 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 (1.20g, 3.07mmol), triethylamine (341mg, 3.38mmol)and methylene chloride (50mL). Add benzyl chloroformate (692mg, 4.06mmol) and stir for 12 hours. Dilute with methylene chloride, wash with 1M hydrochloric acid (100mL) and brine (100mL). 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 (100mL) and brine (100mL)
  2. dry with materialDry (MgSO4)
  3. customevaporate the solvent in vacuo
  4. custompurify by silica gel chromatography

출처 및 근거

ORD 기록
ord-a024dcab52fc4279a4cbfe105bd69594
출처 데이터셋
uspto-grants-1994_11
특허 번호
US05360814

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