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

HRID 1419486노트

반응식

HRID 1419486 반응식
[C:1]([O:4][C@@H:5]1[C@@H:9]([CH2:10][O:11][C:12](=[O:14])[CH3:13])[O:8][C@@H:7]([N:15]2[C:19]([N:20]=[CH:21][N:22]([CH3:24])[CH3:23])=[C:18]([C:25](=[O:28])[CH2:26]Cl)[N:17]=[CH:16]2)[C@H:6]1[F:29])(=[O:3])[CH3:2].F[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1OC.[N-:41]=[N+:42]=[N-:43].[Na+]>CN(C)C=O>[C:1]([O:4][C@@H:5]1[C@@H:9]([CH2:10][O:11][C:12](=[O:14])[CH3:13])[O:8][C@@H:7]([N:15]2[C:19]([N:20]=[CH:21][N:22]([CH3:24])[CH3:23])=[C:18]([C:25](=[O:28])[CH2:26][N:41]=[N+:42]=[N-:43])[N:17]=[CH:16]2)[C@H:6]1[F:29])(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 33557Sodium AzideHCID 15736157methyl 2-deoxy-2-fluoro-beta-D-ribofuranosideHCID 538717291-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-chloroacetyl-5-(dimethylaminomethyleneamino)imidazole

생성물 1

HCID 542783091-(3,5-di-O-acetyl-2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-4-azidoacetyl-5-(dimethylaminomethyleneamino) imidazole수율 92%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Compound (38) (60 mg) obtained in item (5) above was dissolved in N,N-dimethylformamide (1.2 ml), to which sodium azide (27 mg) was added and the mixture so obtained was stirred at room temperature for 2 hours. The resulting reaction solution was concentrated and the residue as formed was extracted with chloroform. The solution in chloroform thus formed was washed with water, dried over anhydrous sodium sulfate and then concentrated to afford the titled compound (39) (56 mg) as a syrup. Yield: 92%.

후처리

  1. additionwas added
  2. customthe mixture so obtained
  3. customThe resulting reaction solution
  4. concentrationwas concentrated
  5. customthe residue as formed
  6. extractionwas extracted with chloroform
  7. customThe solution in chloroform thus formed
  8. washwas washed with water
  9. dry with materialdried over anhydrous sodium sulfate
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-012005f12e424b6e964c1cd53254ad3f
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05886167

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