Pyridine → N4-hexyloxycarbonyl-1-beta-D-arabinofuranosylcytosine

HRID 1164143

反応式

HRID 1164143 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].N1C=CC=CC=1.[CH2:24]([O:30][C:31](Cl)=[O:32])[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]>CC(N(C)C)=O>[CH2:24]([O:30][C:31]([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:32])[CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

参加物

5

反応物 3

HCID 1049PyridineHCID 22466Hexyl chloroformateHCID 1146822(1H)-Pyrimidinone, 4-amino-1-arabinofuranosyl-

生成物 1

HCID 13090276N4-hexyloxycarbonyl-1-beta-D-arabinofuranosylcytosine収率 47.5%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒2 回

実験手順

To a solution of 4.0 g of arabinofuranosylcytosine dissolved in 50 ml of dimethylacetamide, there are added 3.0 g of pyridine and 4.06 g of n-hexylchloroformate. The reaction is carried out by stirring the mixture at room temperature for 3 hours. After the reaction is over, dimethylacetamide is evaporated under reduced pressure. The residue is diluted with 100 ml of cold water and the mixture is stirred under ice-cooling for one hour. The precipitated solids are filtrated and dried. The resultant white powders are washed with ethyl ether to obtain 2.9 g of N4 -hexyloxycarbonyl-1-β-D-arabinofuranosylcytosine (Yield:47%).

後処理

  1. customis evaporated under reduced pressure
  2. additionThe residue is diluted with 100 ml of cold water
  3. stirringthe mixture is stirred under ice-
  4. temperaturecooling for one hour
  5. filtrationThe precipitated solids are filtrated
  6. customdried
  7. washThe resultant white powders are washed with ethyl ether

出典と根拠

ORDレコード
ord-2ebc37b86cec49daaabb6837ac45d8d8
出典データセット
uspto-grants-1983_01
特許番号
US04367332

関連ノート

読み込み中…