Ethanol → 5'-O-Acetyl-2',3'-dideoxy-3'-fluorouridine

HRID 466736ノート

反応式

HRID 466736 の反応式
[C:1]([O:4][C:5](=[O:7])[CH3:6])(=O)[CH3:2].[F:8][C@@H:9]1[C@@H](CO)[O:12][C@@H:11]([N:16]2[CH:23]=[CH:22][C:20](=[O:21])[NH:19][C:17]2=[O:18])[CH2:10]1.C(O)C>N1C=CC=CC=1>[C:5]([O:4][CH2:1][C@H:2]1[O:12][C@@H:11]([N:16]2[CH:23]=[CH:22][C:20](=[O:21])[NH:19][C:17]2=[O:18])[CH2:10][C@@H:9]1[F:8])(=[O:7])[CH3:6]

参加物

5

反応物 3

HCID 702EthanolHCID 7918Acetic AnhydrideHCID 1624502',3'-Dideoxy-3'-fluorouridine

生成物 1

HCID 131215805'-O-Acetyl-2',3'-dideoxy-3'-fluorouridine

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Acetic anhydride (1.2 ml, 13 mmol) was added to a solution of 2',3'-dideoxy-3'-fluorouridine (1 g, 4.34 mmol) in dry pyridine (10 ml) and the mixture was stirred at room temperature for 24 hours. Ethanol (2 ml) was added and the mixture was evaporated to dryness. Residual pyridine was removed by coevaporation with portions of ethanol and the final residue purified by silica gel column chromatography eluting with 5% MeOH/CH2Cl2 to give the title compound which was isolated following trituration with ether.

後処理

  1. customthe mixture was evaporated to dryness
  2. customResidual pyridine was removed by coevaporation with portions of ethanol
  3. customthe final residue purified by silica gel column chromatography
  4. washeluting with 5% MeOH/CH2Cl2

出典と根拠

ORDレコード
ord-4e3af2f14c7b4ada8a2d95fee6fde7aa
出典データセット
uspto-grants-1992_10
特許番号
US05157114

反応ノート

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