Uracil → 1-[2-(2,2-Dimethyl-1,3-dioxan-5-yl)ethyl]uracil

HRID 908527

反応式

HRID 908527 の反応式
[NH:1]1[CH:8]=[CH:7][C:5](=[O:6])[NH:4][C:2]1=[O:3].C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:16][CH2:17][CH:18]1[CH2:23][O:22][C:21]([CH3:25])([CH3:24])[O:20][CH2:19]1>CN(C=O)C>[CH3:24][C:21]1([CH3:25])[O:22][CH2:23][CH:18]([CH2:17][CH2:16][N:1]2[CH:8]=[CH:7][C:5](=[O:6])[NH:4][C:2]2=[O:3])[CH2:19][O:20]1

参加物

5

反応物 3

HCID 1174UracilHCID 10796Cesium carbonateHCID 1789881,3-Dioxane, 5-(2-bromoethyl)-2,2-dimethyl-

生成物 1

HCID 578389791-[2-(2,2-Dimethyl-1,3-dioxan-5-yl)ethyl]uracil収率 45%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
50 °C

実験手順

To a solution of uracil (88.5 g, 0.79 mol) in dry DMF (250 mL) was added cesium carbonate (171 g, 0.527 mol) at RT and stirred at the same temperature for 30 min. To the above reaction mixture was added a solution of compound 33 (117 g, 0.527 mol) in dry DMF (250 mL) over a period of 30 min and heated at 50° C. for 24 h. The reaction mixture was filtered, filtrate concentrated under vacuum and crude purified by column chromatography over silica gel (3% methanol in chloroform) to give the title compound (60 g, 45%). TLC: Chloroform/Methanol, 4:1, Rf=0.3

後処理

  1. filtrationThe reaction mixture was filtered
  2. concentrationfiltrate concentrated under vacuum and crude
  3. custompurified by column chromatography over silica gel (3% methanol in chloroform)

出典と根拠

ORDレコード
ord-b0c9446791bd4fca8105e0ad0917d13a
出典データセット
uspto-grants-2011_09
特許番号
US08017620B2

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