Water → 1-(8,9-Dihydroxynonyl)-3,7-dimethylxanthine

HRID 129880

反応式

HRID 129880 の反応式
[CH2:1]([N:10]1[C:19](=[O:20])[C:18]2[N:17]([CH3:21])[CH:16]=[N:15][C:14]=2[N:13]([CH3:22])[C:11]1=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]=[CH2:9].C[N+]1([O-])CC[O:27]CC1.[OH2:31].S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(O)(C)(C)C.CC(C)=O.[Os](=O)(=O)(=O)=O>[OH:31][CH:8]([CH2:9][OH:27])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH2:1][N:10]1[C:19](=[O:20])[C:18]2[N:17]([CH3:21])[CH:16]=[N:15][C:14]=2[N:13]([CH3:22])[C:11]1=[O:12]

参加物

8

反応物 4

HCID 962WaterHCID 24489Sodium DithioniteHCID 82029Methyl morpholine oxideHCID 152306351-(8-Nonenyl)-3,7-dimethylxanthine

生成物 1

HCID 98408081-(8,9-Dihydroxynonyl)-3,7-dimethylxanthine収率 54%

試薬・触媒・溶媒 3

HCID 6386tert-Butanol触媒HCID 30318Osmium Tetroxide触媒HCID 180Acetone溶媒

実験手順

A solution of 1-(8-nonenyl)-3,7-dimethylxanthine (810 mg, 2.7 mmol), 4-methylmorpholine-N-oxide (340 mg, 2.9 mmol) and 2.5% osmium tetroxide in t-butanol (3 drops) in acetone (20 ml) and water (20 ml) was stirred for 24 hours. Saturated aqueous sodium dithionite solution (5 ml) was added. After stirring for 15 minutes, the reaction was extracted with 25% ethanol-dichloromethane (4×50 ml). The combined organic phases were dried over sodium sulfate and the solvents evaporated under vacuum. The solid residue was recrystallized (ethanol-chloroform) to give 1-(8,9-Dihydroxynonyl)-3,7-dimethylxanthine (490 mg, 54% yield).

後処理

  1. extractionthe reaction was extracted with 25% ethanol-dichloromethane (4×50 ml)
  2. dry with materialThe combined organic phases were dried over sodium sulfate
  3. customthe solvents evaporated under vacuum
  4. customThe solid residue was recrystallized (ethanol-chloroform)

出典と根拠

ORDレコード
ord-7c7022b1af0f499f829228b784e19cb2
出典データセット
uspto-grants-1995_11
特許番号
US05470878

関連ノート

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