(2R,3R,4S,5S)-4-(benzoyloxy)-2-(6-chloro-2-iodo-9H-purin-9-yl)-5-[(ethylamino)carbonyl]tetrahydro-3-furanyl benzoate → (2R,3R,4S,5S)-4-(Benzoyloxy)-2-(6-{[2,2-bis(4-chlorophenyl)ethyl]amino}-2-iodo-9H-purin-9-yl)-5-[(ethylamino)carbonyl]tetrahydro-3-furanyl benzoate

HRID 1293057노트

반응식

HRID 1293057 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=2)[CH2:9][NH2:10])=[CH:4][CH:3]=1.[C:18]([O:26][C@@H:27]1[C@H:31]([O:32][C:33](=[O:40])[C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C@@H:30]([C:41]([NH:43][CH2:44][CH3:45])=[O:42])[O:29][C@H:28]1[N:46]1[CH:54]=[N:53][C:52]2[C:47]1=[N:48][C:49]([I:56])=[N:50][C:51]=2Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(O)(C)C>[C:18]([O:26][C@@H:27]1[C@H:31]([O:32][C:33](=[O:40])[C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)[C@@H:30]([C:41]([NH:43][CH2:44][CH3:45])=[O:42])[O:29][C@H:28]1[N:46]1[CH:54]=[N:53][C:52]2[C:47]1=[N:48][C:49]([I:56])=[N:50][C:51]=2[NH:10][CH2:9][CH:8]([C:11]1[CH:12]=[CH:13][C:14]([Cl:17])=[CH:15][CH:16]=1)[C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

4

반응물 2

HCID 10189909(2R,3R,4S,5S)-4-(benzoyloxy)-2-(6-chloro-2-iodo-9H-purin-9-yl)-5-[(ethylamino)carbonyl]tetrahydro-3-furanyl benzoateHCID 131104422,2-Bis(4-chlorophenyl)ethanamine

생성물 1

HCID 60018579(2R,3R,4S,5S)-4-(Benzoyloxy)-2-(6-{[2,2-bis(4-chlorophenyl)ethyl]amino}-2-iodo-9H-purin-9-yl)-5-[(ethylamino)carbonyl]tetrahydro-3-furanyl benzoate수율 48.9%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

2,2-Bis(4-chlorophenyl)ethanamine (426 mg, 1.51 mmol) (J. Am. Chem. Soc., 1983, 105(10), 3138) was added to a stirred solution of (2R,3R,4S,5S)-4-(benzoyloxy)-2-(6-chloro-2-iodo-9H-purin-9-yl)-5-[(ethylamino)carbonyl]tetrahydro-3-furanyl benzoate (500 mg, 0.755 mmol) (Preparation 47) in isopropyl alcohol (20 ml) at room temperature. The reaction mixture was stirred at room temperature for 48 hours. The solvent was removed under reduced pressure to give a residue that was purified by column chromatography on silica gel eluting with dichloromethane:methanol:(99:1 by volume). The solvent was removed under reduced pressure to give the title compound (329 mg) as a foam.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customto give a residue that
  3. customwas purified by column chromatography on silica gel eluting with dichloromethane
  4. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-94fe91b646884d24878017fb046350c5
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07238676B2

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