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Furfuryl Alcohol → (s)-3-((s)-2-Benzyloxycarbonylamino-4-methyl-valerylamino)-1-furfuryloxy-4-phenyl-2-butanone

HRID 356142
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HRID 356142 반응식
[N+](=[CH:3]C(C=[N+]=[N-])=O)=[N-].[CH2:9]([O:16][C:17]([NH:19][C@H:20]([C:25]([NH:27][C@H:28]([C:36](O)=[O:37])[CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:26])[CH2:21][CH:22]([CH3:24])[CH3:23])=[O:18])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH2:39]([OH:45])[C:40]1[O:44][CH:43]=[CH:42][CH:41]=1>C(Cl)Cl.C([O-])(=O)C.[Rh+3].C([O-])(=O)C.C([O-])(=O)C>[CH2:9]([O:16][C:17]([NH:19][C@@H:20]([CH2:21][CH:22]([CH3:24])[CH3:23])[C:25]([NH:27][C@@H:28]([CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)[C:36](=[O:37])[CH2:3][O:45][CH2:39][C:40]1[O:44][CH:43]=[CH:42][CH:41]=1)=[O:26])=[O:18])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 7361Furfuryl AlcoholHCID 131720047N-Benzyloxycarbonyl-L-leucyl-L-phenylalanine diazomethylketone

생성물 1

HCID 53799632(s)-3-((s)-2-Benzyloxycarbonylamino-4-methyl-valerylamino)-1-furfuryloxy-4-phenyl-2-butanone수율 7.4%

시약·촉매·용매 2

HCID 168478Rhodium acetate촉매HCID 6344Dichloromethane
용매

실험 절차

N-Benzyloxycarbonyl-L-leucyl-L-phenylalanine diazomethylketone (314 mg) was dissolved in furfuryl alcohol (2 ml) and methylene chloride (1 ml). To the solution was added rhodium acetate (II) dimer (10 mg). After the mixture was stirred at room temperature for 1 hour, the solvents was removed in vacuo and the residue was chromatographed on a silica gel column, eluting with hexane-ethyl acetate to give the titled product (27 mg).

후처리

  1. customthe solvents was removed in vacuo
  2. customthe residue was chromatographed on a silica gel column
  3. washeluting with hexane-ethyl acetate

출처 및 근거

ORD 기록
ord-24754fe988254e4286cea2e607a0575e
출처 데이터셋
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05834508

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