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

HRID 361491

반응식

HRID 361491 반응식
[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>[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 6386tert-Butanol촉매HCID 180Acetone용매

실험 절차

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% oxmium 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 portions were dried over sodium sulfate, and the solvents were evaporated under vacuum. The solid residue was recrystallized (ethanol-chloroform), yielding 490 mg (54%) 1-(8,9-dihydroxynonyl)-3,7-dimethylxanthine (inventive compound no. 1561).

후처리

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

출처 및 근거

ORD 기록
ord-62b5b1e8145b4eb698ed85aabb6b869f
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05866576

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