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Water → Z-Phe-ONp

HRID 1283775
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HRID 1283775 반응식
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:20]([OH:22])=[O:21])[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[N+:30]([C:33]1[CH:38]=[CH:37][C:36](OC(ON=C(C#N)C(N)=O)=O)=[CH:35][CH:34]=1)([O-:32])=[O:31].O>O1CCCC1>[N+:30]([C:33]1[CH:38]=[CH:37][C:36]([O:21][C:20](=[O:22])[C@H:12]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[NH:11][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[O:10])=[CH:35][CH:34]=1)([O-:32])=[O:31]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 70878Benzyloxycarbonyl-L-phenylalanineHCID 543599642-p-Nitrophenyloxycarbonyloxyimino-2-cyanoacetic acid amide

생성물 1

HCID 151025Z-Phe-ONp수율 59.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran
용매

실험 절차

To a solution of N-benzyloxycarbonyl-L-phenyl alanine (0.6 g) and triethylamine (0.28 ml) in dry tetrahydrofuran (12 ml), 2-p-nitrophenyloxycarbonyloxyimino-2-cyanoacetic acid amide (0.6 g) is added, and the resulting mixture is stirred at room temperature for 1.5 hours. The reaction mixture is admixed with water and extracted with ethyl acetate. The organic layer is washed with an aqueous solution of sodium chloride, dried and concentrated. The residue is recrystallized from an ethanol-petroleum ether mixture to give N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester (0.5 g) as crystals.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe organic layer is washed with an aqueous solution of sodium chloride
  3. customdried
  4. concentrationconcentrated
  5. customThe residue is recrystallized from an ethanol-petroleum ether mixture

출처 및 근거

ORD 기록
ord-a8a5f0dd095d4edda4bdcca9c0cc71d2
출처 데이터셋
uspto-grants-1976_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03976635

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