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1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene) → HCID 86658528、化合物

HRID 537079
ノート
印刷プレビュー

反応式

HRID 537079 の反応式
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@@H:11]2[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@:12]2([F:20])[CH3:19])=[C:4]([O:21][CH3:22])[N:3]=1.[C:23](Cl)([C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)([C:32]1[CH:39]=[CH:38][C:35]([O:36][CH3:37])=[CH:34][CH:33]=1)[C:24]1[CH:31]=[CH:30][C:27]([O:28][CH3:29])=[CH:26][CH:25]=1>N1C=CC=CC=1>[CH3:29][O:28][C:27]1[CH:30]=[CH:31][C:24]([C:23]([C:32]2[CH:39]=[CH:38][C:35]([O:36][CH3:37])=[CH:34][CH:33]=2)([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)[O:17][CH2:16][C@@H:14]2[C@@H:13]([OH:18])[C@:12]([F:20])([CH3:19])[C@H:11]([N:8]3[CH:7]=[N:6][C:5]4[C:9]3=[N:10][C:2]([NH:1][C:23]([C:24]3[CH:31]=[CH:30][C:27]([O:28][CH3:29])=[CH:26][CH:25]=3)([C:32]3[CH:39]=[CH:38][C:35]([O:36][CH3:37])=[CH:34][CH:33]=3)[C:40]3[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=3)=[N:3][C:4]=4[O:21][CH3:22])[O:15]2)=[CH:25][CH:26]=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 968311,1'-(Chlorophenylmethylene)bis(4-methoxybenzene)HCID 46844020(2'R)-2'-Deoxy-2'-fluoro-2'-methyl-6-O-methylguanosine

生成物 1

HCID 86658528HCID 86658528、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of (2R,3R,4R,5R)-5-(2-amino-6-methoxy-9H-purin-9-yl)-4-fluoro-2-(hydroxymethyl)-4-methyltetrahydrofuran-3-ol (9a, 4 g, 12.8 mmol) in anhydrous pyridine (100 mL) cooled at 0° C. was added DMT-Cl portion-wise under nitrogen. The brown solution was stirred at ambient temperature for 24 hours. The mixture was concentrated under reduced pressure to remove most of solvent and sat. NaHCO3 (20 mL) was added. The mixture was diluted with water (150 mL) and EtOAc (120 mL). The organic layer was separated and washed with water (5×120 mL), brine and dried over Na2SO4. After removal of solvent, the residue was purified via column chromatography (20% EA in hexanes to 80% EA in hexanes) to afford 11.6 g of product, 114, as a white foam solid (quantitative yield).

後処理

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customto remove most of solvent and sat. NaHCO3 (20 mL)
  3. additionwas added
  4. additionThe mixture was diluted with water (150 mL) and EtOAc (120 mL)
  5. customThe organic layer was separated
  6. washwashed with water (5×120 mL), brine
  7. dry with materialdried over Na2SO4
  8. customAfter removal of solvent
  9. customthe residue was purified via column chromatography (20% EA in hexanes to 80% EA in hexanes)

出典と根拠

ORDレコード
ord-c2b0e08129444981ba983b7ba42b1b4c
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08859756B2

反応ノート

読み込み中…

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