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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
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HRID 1060560 반응식
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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

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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

생성물 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-furancarboxamide수율 86%

시약·촉매·용매 1

HCID 887Methanol
용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-9aeb8480367f46278b947d4ae247889e
출처 데이터셋
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06525032B2

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