Acetic Acid → 1-(4-Dimethylphosphonomethoxytetrahydro-2-furyl)thymine

HRID 2293719

反応式

HRID 2293719 の反応式
CO[CH:3]1[O:7][CH:6]([N:8]2[CH:16]=[C:14]([CH3:15])[C:12](=[O:13])[NH:11][C:9]2=[O:10])[CH2:5][CH2:4]1.CO[P:19]([O:23][CH3:24])([O:21][CH3:22])=[O:20].[C:25](O)(=[O:27])C.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:24][O:23][P:19]([CH2:25][O:27][CH:4]1[CH2:3][O:7][CH:6]([N:8]2[CH:16]=[C:14]([CH3:15])[C:12](=[O:13])[NH:11][C:9]2=[O:10])[CH2:5]1)([O:21][CH3:22])=[O:20]

参加物

6

反応条件

温度
100 °C

実験手順

To a solution of 1-(5-methoxytetrahydro-2-furyl)thymine (5.2 g, 23 mmol) and dimethylphosphonomethanol (6.5 g, 44 mmol) in toluene was added acetic acid (5 mL) and p-toluenesulfonic acid monohydrate (500 mg, 2.6 mmol). The solution was heated at 100° C. for 2 hr and the resulting insoluble solid was removed by suction filtration. After removal of the solvent under reduced pressure, the residual oil was chromatographed on silica gel using CH2Cl2 /5% MeOH as eluent to give the title compound as a cis/trans mixture (6:4): yield 5.0 g (60%).

後処理

  1. customthe resulting insoluble solid was removed by suction filtration
  2. customAfter removal of the solvent under reduced pressure
  3. customthe residual oil was chromatographed on silica gel

出典と根拠

ORDレコード
ord-5d083594f26649d3af6216a68059bd2b
出典データセット
uspto-grants-1997_11
特許番号
US05686611

関連ノート

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