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

HRID 908527노트

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HRID 908527 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
50 °C

실험 절차

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

후처리

  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)

출처 및 근거

ORD 기록
ord-b0c9446791bd4fca8105e0ad0917d13a
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017620B2

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