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Sodium Carbonate → (2S,3S,4R,5R)-5-{6-[(2-Benzyl-3-phenylpropyl)amino]-2-iodo-9H-purin-9-yl}-N-ethyl-3,4-dihydroxytetrahydro-2-furancarboxamide

HRID 1060560
ノート
印刷プレビュー

反応式

HRID 1060560 の反応式
C([O:9][C@@H:10]1[C@H:14]([O:15]C(=O)C2C=CC=CC=2)[C@@H:13]([C:24]([NH:26][CH2:27][CH3:28])=[O:25])[O:12][C@H:11]1[N:29]1[CH:37]=[N:36][C:35]2[C:30]1=[N:31][C:32]([I:55])=[N:33][C:34]=2[NH:38][CH2:39][CH:40]([CH2:48][C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1)[CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)(=O)C1C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>CO>[CH2:48]([CH:40]([CH2:41][C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)[CH2:39][NH:38][C:34]1[N:33]=[C:32]([I:55])[N:31]=[C:30]2[C:35]=1[N:36]=[CH:37][N:29]2[C@@H:11]1[O:12][C@H:13]([C:24]([NH:26][CH2:27][CH3:28])=[O:25])[C@@H:14]([OH:15])[C@H:10]1[OH:9])[C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1
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 10340Sodium CarbonateHCID 10212972(2R,3R,4S, 5S)-4-(Benzoyloxy)-2-{6-[(2-benzyl-3-phenylpropyl)amino]-2-iodo-9H-purin-9-yl}-5-[(ethylamino)carbonyl]tetrahydro-3-furanyl benzoate

生成物 1

HCID 10211562(2S,3S,4R,5R)-5-{6-[(2-Benzyl-3-phenylpropyl)amino]-2-iodo-9H-purin-9-yl}-N-ethyl-3,4-dihydroxytetrahydro-2-furancarboxamide収率 86%

試薬・触媒・溶媒 1

HCID 887Methanol
溶媒

実験手順

A solution of (2R,3R,4S,5S)-4-(benzoyloxy)-2-{6-[(2-benzyl-3-phenylpropyl)amino)-2-iodo-9H-purin-9-yl}-5-[(ethylamino)carbonyl]tetrahydro-3-furanyl benzoate (Preparation 20) (0.26 g, 0.31 mmol) and sodium carbonate (33 mg, 0.3 mmol) in methanol (5 ml) was stirred at room temperature for 14 hours. Solvent was removed under reduced pressure and the residue dissolved in dichloromethane:methanol (99:1 by volume; 5 ml) and filtered. Solvent was again evaporated under reduced pressure and the residue triturated with diethyl ether to afford the title compound as a beige powder (0.17 g, 86%).

後処理

  1. customSolvent was removed under reduced pressure
  2. dissolutionthe residue dissolved in dichloromethane:methanol (99:1 by volume; 5 ml)
  3. filtrationfiltered
  4. customSolvent was again evaporated under reduced pressure
  5. customthe residue triturated with diethyl ether

出典と根拠

ORDレコード
ord-9aeb8480367f46278b947d4ae247889e
出典データセット
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06525032B2

反応ノート

読み込み中…

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