Water → 1-(5,6-Dihydroxyhexyl)-3,7-dimethylxanthine

HRID 361485

반응식

HRID 361485 반응식
[CH2:1]([N:7]1[C:16](=[O:17])[C:15]2[N:14]([CH3:18])[CH:13]=[N:12][C:11]=2[N:10]([CH3:19])[C:8]1=[O:9])[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6].C[N+]1([O-])CC[O:24]CC1.S(S([O-])=O)([O-])=O.[Na+].[Na+].[OH2:36]>CC(C)=O.C(O)(C)(C)C.[Os](=O)(=O)(=O)=O>[OH:36][CH:5]([CH2:6][OH:24])[CH2:4][CH2:3][CH2:2][CH2:1][N:7]1[C:16](=[O:17])[C:15]2[N:14]([CH3:18])[CH:13]=[N:12][C:11]=2[N:10]([CH3:19])[C:8]1=[O:9]

참가 물질

8

반응물 4

HCID 962WaterHCID 24489Sodium DithioniteHCID 82029Methyl morpholine oxideHCID 128776801-(Hex-5-en-1-yl)-3,7-dimethyl-3,7-dihydro-1H-purine-2,6-dione

생성물 1

HCID 158959551-(5,6-Dihydroxyhexyl)-3,7-dimethylxanthine수율 62%

시약·촉매·용매 3

HCID 6386tert-Butanol촉매HCID 30318Osmium Tetroxide촉매HCID 180Acetone용매

실험 절차

To a mixture of 1-(5-Hexenyl)-3,7-dimethylxanthine (1.07 g, 4.1 mmol) and N-methylmorpholine-N-oxide (1.44 g, 12.3 mmol) in water (20 mL) and acetone (10 mL) was added 2.5% osmium tetraoxide in t-butanol (6 drops). After stirring for 48 hours, the mixture was treated with 20% aqueous sodium dithionite solution (20 mL). After 2 minutes, the mixture is extracted with 25% ethanol-dichloromethane solution (3×30 mL). The combined extracts were dried over magnesium sulfate and the solvents were evaporated under vacuum, yielding 750 mg, 2.53 mmol (62% yield) 1-(5,6-dihydroxyhexyl)-3,7-dimethylxanthine (inventive compound no. 1502) as a white powder.

후처리

  1. waitAfter 2 minutes
  2. extractionthe mixture is extracted with 25% ethanol-dichloromethane solution (3×30 mL)
  3. dry with materialThe combined extracts were dried over magnesium sulfate
  4. customthe solvents were evaporated under vacuum

출처 및 근거

ORD 기록
ord-c3600894489c4620a56c15c0277d1bb8
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05866576

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