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Ethylmorpholine → Z-Phe-ONp

HRID 1283776
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HRID 1283776 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(N1CCOCC1)C.[N+:31]([C:34]1[CH:39]=[CH:38][C:37](OC(ON=C(C#N)C(OCC)=O)=O)=[CH:36][CH:35]=1)([O-:33])=[O:32]>C(Cl)Cl>[N+:31]([C:34]1[CH:39]=[CH:38][C:37]([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:36][CH:35]=1)([O-:33])=[O:32]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7525EthylmorpholineHCID 70878Benzyloxycarbonyl-L-phenylalanineHCID 54332477Ethyl 2-p-nitrophenyloxycarbonyloxyimino-2-cyanoacetate

생성물 1

HCID 151025Z-Phe-ONp수율 47.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

to a solution of N-benzyloxycarbonyl-L-phenylalanine (1.5 g) and 4-ethylmorpholine (0.63 ml) in dry methylene chloride (20 ml), ethyl 2-p-nitrophenyloxycarbonyloxyimino-2-cyanoacetate (1.55 g) is added at room temperature while stirring. The resulting mixture is stirred for 3 hours and extracted with ethyl acetate. The extract is washed with water, dried and concentrated. The residue is triturated with ethanol, and the obtained powder is collected by filtration and dried to give N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester (1.0 g). M.P. 124° - 126°C.

후처리

  1. stirringThe resulting mixture is stirred for 3 hours
  2. extractionextracted with ethyl acetate
  3. washThe extract is washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue is triturated with ethanol
  7. filtrationthe obtained powder is collected by filtration
  8. customdried

출처 및 근거

ORD 기록
ord-6389fe13e9fe4a51ade61a085edae354
출처 데이터셋
uspto-grants-1976_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03976635

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