Ethyl Acetate → N-tert-butoxycarbonyl-L-phenylalanyl-L-phenylalanyl-L-histidine methyl ester

HRID 1590115노트

반응식

HRID 1590115 반응식
Br.Br.[CH3:3][O:4][C:5](=[O:25])[C@H:6]([CH2:19][C:20]1[N:24]=[CH:23][NH:22][CH:21]=1)[NH:7][C:8](=[O:18])[C@H:9]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[NH2:10].C1(=O)N([O:31][C:32](=O)[C@H:33]([CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[NH:34][C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])C(=O)CC1.C(OCC)(=O)C>CN(C)C=O.C(N(CC)CC)C>[CH3:3][O:4][C:5](=[O:25])[C@H:6]([CH2:19][C:20]1[N:24]=[CH:23][NH:22][CH:21]=1)[NH:7][C:8](=[O:18])[C@H:9]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[NH:10][C:32](=[O:31])[C@H:33]([CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)[NH:34][C:35]([O:37][C:38]([CH3:41])([CH3:39])[CH3:40])=[O:36]

참가 물질

6

반응물 3

HCID 8857Ethyl AcetateHCID 107447tert-butyl (S)-(1-benzyl-2-((2,5-dioxo-1-pyrrolidinyl)oxy)-2-oxoethyl)carbamateHCID 178419261HCID 178419261, 화합물

생성물 1

HCID 178501419N-tert-butoxycarbonyl-L-phenylalanyl-L-phenylalanyl-L-histidine methyl ester수율 72.7%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8471Triethylamine용매

실험 절차

L-Phenylalanyl-L-histidine methyl ester dihydrobromide(1.75 g) is dissolved in a mixture of dimethylformamide (10 ml) and triethylamine(1.4 ml), and N-tert-butoxycarbonyl-L-phenylalanine succinimido ester (1.34 g) is added thereto. The mixture is stirred at room temperature overnight. Ethyl acetate is added to the mixture, and insoluble materials are filtered off. The filtrate is washed with an aqueous sodium bicarbonate solution, and an aqueous sodium chloride solution is added thereto. The precipitated crystals are washed with ethyl acetate and water and then dried to give N-tert-butoxycarbonyl-L-phenylalanyl-L-phenylalanyl-L-histidine methyl ester(1.5 g) as colorless crystals. Yield: 71.8%

후처리

  1. additionis added
  2. filtrationare filtered off
  3. washThe filtrate is washed with an aqueous sodium bicarbonate solution
  4. additionan aqueous sodium chloride solution is added
  5. washThe precipitated crystals are washed with ethyl acetate and water
  6. customdried

출처 및 근거

ORD 기록
ord-51fc25ae16d84677bb8aa91e5a6da399
출처 데이터셋
uspto-grants-1993_04
특허 번호
US05202312

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