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Chloride → 1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-diazoacetyl-5-(dimethylaminomethyleneamino)imidazole

HRID 1419484
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HRID 1419484 반응식
[NH2:1][C:2]1[N:6]([C@@H:7]2[O:15][C@H:14]([CH2:16][O:17][C:18](=[O:20])[CH3:19])[C@@H:9]([O:10][C:11](=[O:13])[CH3:12])[C@@H:8]2[F:21])[CH:5]=[N:4][C:3]=1[C:22]([OH:24])=O.F[C@@H]1[C@H](O)[C@@H](CO)OC1O.[Cl-].[N+:36](=[CH2:38])=[N-:37]>O1CCCC1.C(OCC)C>[C:11]([O:10][C@@H:9]1[C@@H:14]([CH2:16][O:17][C:18](=[O:20])[CH3:19])[O:15][C@@H:7]([N:6]2[C:2]([N:1]=[CH:5][N:6]([CH3:7])[CH3:2])=[C:3]([C:22](=[O:24])[CH:38]=[N+:36]=[N-:37])[N:4]=[CH:5]2)[C@H:8]1[F:21])(=[O:13])[CH3:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 312ChlorideHCID 9550DiazomethaneHCID 15858348GlyTouCan:G86674LVHCID 541707655-amino-1-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)imidazole-4-carboxylic acid

생성물 1

HCID 539547511-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-diazoacetyl-5-(dimethylaminomethyleneamino)imidazole수율 75%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

Compound (35) (93 mg) obtained in item (3) above was dissolved in tetrahydrofuran (4.5 ml), to which was then added N,N-dimethylchloroforminium chloride (135 mg) under ice-cooling. The resulting mixture was allowed to undergo the reaction for 30 minutes. The reaction solution containing compound (36) thus produced was then added to a 0.2M diazomethane solution (30 ml) in diethylether and the reaction was maintained at room temperature for 1 hour. The reaction solution so obtained was filtered and the filtrate was concentrated to give the titled compound (37) (83 mg) as a syrup. Yield: 75%.

후처리

  1. temperaturecooling
  2. customthe reaction for 30 minutes
  3. customthus produced
  4. customThe reaction solution so obtained
  5. filtrationwas filtered
  6. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-62f315541dc94845b823b78465cb5c68
출처 데이터셋
uspto-grants-1999_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05886167

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