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2(1H)-Pyrimidinone, 4-amino-1-arabinofuranosyl- → N4-nonyloxycarbonyl-1-beta-D-arabinofuranosylcytosine

HRID 1164145
ノート
印刷プレビュー

反応式

HRID 1164145 の反応式
[CH:1]1([N:10]2[CH:17]=[CH:16][C:14]([NH2:15])=[N:13][C:11]2=[O:12])[O:7][C@H:6]([CH2:8][OH:9])[C@@H:4]([OH:5])[C@@H:2]1[OH:3].C(=O)([O-])O.[Na+].[CH2:23]([O:32][C:33](Cl)=[O:34])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>CC(N(C)C)=O>[CH2:23]([O:32][C:33]([NH:15][C:14]1[CH:16]=[CH:17][N:10]([C@@H:1]2[O:7][C@H:6]([CH2:8][OH:9])[C@@H:4]([OH:5])[C@@H:2]2[OH:3])[C:11](=[O:12])[N:13]=1)=[O:34])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 1146822(1H)-Pyrimidinone, 4-amino-1-arabinofuranosyl-HCID 516892Sodium BicarbonateHCID 544663Nonyl Chloroformate

生成物 1

HCID 13090283N4-nonyloxycarbonyl-1-beta-D-arabinofuranosylcytosine収率 37.3%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
22.5 °C

実験手順

In 120 ml of dimethylacetamide, 6.0 g of arabinofuranosylcytosine is dissolved and to the resultant solution are added 4.15 g of sodium hydrogen carbonate and 7.66 g of nonyloxycarbonyl chloride. The mixture is then allowed to react under stirring at 20 to 25° C. for 2 hours. After the reaction, the solvent is removed under reduced pressure and the residue is dissolved in a small amount of ethanol. Water is then added to the resultant solution and the precipitated solids are collected by filtration, followed by drying. The white powders obtained are washed thoroughly with ethyl ether to obtain 3.8 g of N4 -nonyloxycarbonyl-1-β-D-arabinofuranosylcytosine (Yield:37%).

後処理

  1. customto react
  2. customAfter the reaction
  3. customthe solvent is removed under reduced pressure
  4. dissolutionthe residue is dissolved in a small amount of ethanol
  5. additionWater is then added to the resultant solution
  6. filtrationthe precipitated solids are collected by filtration
  7. customby drying
  8. customThe white powders obtained
  9. washare washed thoroughly with ethyl ether

出典と根拠

ORDレコード
ord-7e063a2917d149f8967e02cab15a0838
出典データセット
uspto-grants-1983_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04367332

反応ノート

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