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

HRID 466736노트

반응식

HRID 466736 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4e3af2f14c7b4ada8a2d95fee6fde7aa
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05157114

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