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

HRID 965394ノート

反応式

HRID 965394 の反応式
[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]

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-c589dc3b27124f8a9653dc4697b05579
出典データセット
uspto-grants-1998_06
特許番号
US05773607

反応ノート

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