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Chlorotrimethylsilane → HCID 15009334、化合物

HRID 1494501
ノート
印刷プレビュー

反応式

HRID 1494501 の反応式
[CH2:1]=[C:2]1[C@H:6]([OH:7])[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:10]1[CH:17]=[CH:16][C:14]([NH2:15])=[N:13][C:11]1=[O:12].C[Si](Cl)(C)C.[C:23](Cl)(=[O:33])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32].O.N>N1C=CC=CC=1.O>[CH2:1]=[C:2]1[C@H:6]([OH:7])[C@@H:5]([CH2:8][OH:9])[O:4][C@H:3]1[N:10]1[CH:17]=[CH:16][C:14]([NH:15][C:23](=[O:33])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[N:13][C:11]1=[O:12]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 6397ChlorotrimethylsilaneHCID 66982Decanoyl chlorideHCID 30059132'-methyl-2'-deoxyidenecytidineHCID 12896473Azane;hydrate

生成物 1

HCID 15009334HCID 15009334、化合物収率 45.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 1049
Pyridine
溶媒

実験手順

2'-Deoxy-2'-methylidenecytidine, 239 mg, was dissolved in 5 ml of pyridine, and to the solution was added dropwise 0.63 ml of trimethylsilyl chloride under ice cooling. The mixture was stirred at room temperature for 5 minutes and then 0.83 ml of decanoyl chloride was added dropwise to the mixture under ice cooling, followed by stirring at room temperature for 2 hours. After the reaction, 2 ml of water was added to the reaction solution, stirring was conducted at room temperature for 5 minutes, and then 2 ml of concentrated ammonia water was added to the solution, followed by stirring for 15 minutes. After the reaction, the solution was partitioned with chloroform, and the chloroform layer was distilled off under reduced pressure. The residue was treated with a silica gel chromatography (elution solvent-chloroform: methanol=25:1) to give 179 mg of the objective compound as an oleaginous product. Yield: 45.6%

後処理

  1. stirringby stirring at room temperature for 2 hours
  2. additionwas added to the reaction solution
  3. stirringstirring
  4. waitwas conducted at room temperature for 5 minutes
  5. stirringby stirring for 15 minutes
  6. customAfter the reaction
  7. customthe solution was partitioned with chloroform
  8. distillationthe chloroform layer was distilled off under reduced pressure
  9. additionThe residue was treated with a silica gel chromatography (elution solvent-chloroform: methanol=25:1)

出典と根拠

ORDレコード
ord-209b11fcc276493abc54ec56062d5f24
出典データセット
uspto-grants-1991_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05026835

反応ノート

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