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Ammonia → 2'-Deoxy-4'-C-ethynyl-2-fluoroadenosine

HRID 1391826
ノート
印刷プレビュー

反応式

HRID 1391826 の反応式
C([O:4][C@@H:5]1[C@@:9]([C:15]#[CH:16])([CH2:10][O:11]C(=O)C)[O:8][C@@H:7]([N:17]2[C:26]3[N:25]=[C:24]([F:27])[N:23]=[C:21]([NH2:22])[C:20]=3[N:19]=[CH:18]2)[CH2:6]1)(=O)C.N>CO>[C:15]([C@:9]1([CH2:10][OH:11])[O:8][C@@H:7]([N:17]2[C:26]3[N:25]=[C:24]([F:27])[N:23]=[C:21]([NH2:22])[C:20]=3[N:19]=[CH:18]2)[CH2:6][C@@H:5]1[OH:4])#[CH:16]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 222AmmoniaHCID 866007813', 5'-di-O-acetyl-2'-deoxy-4'-C-ethynyl-2-fluoroadenosine

生成物 1

HCID 64834312'-Deoxy-4'-C-ethynyl-2-fluoroadenosine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Compound 3 (200 mg, 0.53 mmol) was dissolved in methanol (7.00 ml), and 28% aqueous ammonia (5.00 ml) was added to the resultant solution, followed by stirring at room temperature for four hours. The resultant reaction mixture was concentrated under reduced pressure, and a mixture of chloroform and methanol (20:1) was added to the resultant residue. The thus-precipitated crystals were filtered, and then the resultant crystals were recrystallized from water, to thereby yield compound 4 (113 mg, 0.39 mmol, 73.6%).

後処理

  1. customThe resultant reaction mixture
  2. concentrationwas concentrated under reduced pressure
  3. additiona mixture of chloroform and methanol (20:1)
  4. additionwas added to the resultant residue
  5. filtrationThe thus-precipitated crystals were filtered
  6. customthe resultant crystals were recrystallized from water

出典と根拠

ORDレコード
ord-2f4171afb6a849e791d7deaa37561f64
出典データセット
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07339053B2

反応ノート

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