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

HRID 1164145
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HRID 1164145 반응식
[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]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

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

생성물 1

HCID 13090283N4-nonyloxycarbonyl-1-beta-D-arabinofuranosylcytosine수율 37.3%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

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온도
22.5 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-7e063a2917d149f8967e02cab15a0838
출처 데이터셋
uspto-grants-1983_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04367332

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