HCID 86607298、化合物 → HCID 86607329、化合物

HRID 552755ノート

反応式

HRID 552755 の反応式
[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:21][C@H:20]2[C@@H:13]([O:14][Si](C(C)C)(C(C)C)O[Si](C(C)C)(C(C)C)[O:18][CH2:19]2)[C@@H:12]1[O:34][CH3:35]>C1COCC1.N1C=CC=CC=1.F.N1C=CC=CC=1.CCOC(C)=O>[Cl:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[C@@H:11]1[O:21][C@H:20]([CH2:19][OH:18])[C@@H:13]([OH:14])[C@@H:12]1[O:34][CH3:35]

参加物

6

反応物 1

HCID 86607298HCID 86607298、化合物

生成物 1

HCID 86607329HCID 86607329、化合物収率 95.2%

試薬・触媒・溶媒 4

HCID 14917Hydrofluoric Acid触媒HCID 1049Pyridine溶媒HCID 8857Ethyl Acetate溶媒HCID 16069498Pyridine tetrahydrofuran溶媒

実験手順

To a solution of 6-chloro-9-[(6aR,8R,9S,9aR)-2,2,4,4-tetraisopropyl-9-methoxytetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-9H-purine (1.31 g, 2.41 mmol) in THF/pyridine (12 mL, 1:1) was added approximately 20 drops of hydrofluoric acid in pyridine. This solution was stirred at r.t. overnight. The reaction was diluted with EtOAc (10 mL) and quenched with saturated aq NaHCO3. The aq layer was extracted with EtOAc (3×40 mL) and the combined organics were dried (Na2SO4), filtered, and concentrated. The crude material was purified by flash chromatography (0 to 10% MeOH/DCM) to afford the title compound (0.690 g, 74%).

後処理

  1. customquenched with saturated aq NaHCO3
  2. extractionThe aq layer was extracted with EtOAc (3×40 mL)
  3. dry with materialthe combined organics were dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe crude material was purified by flash chromatography (0 to 10% MeOH/DCM)

出典と根拠

ORDレコード
ord-ae290d9c4ccc44ac9bd955fc5dc43218
出典データセット
uspto-grants-2011_05
特許番号
US07951810B2

反応ノート

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