(R)-1-(5-hydroxyhexyl)-7-benzyl-3,8-dimethylxanthine → (R)-1-(5-Hydroxyhexyl)-3,8-dimethylxanthine

HRID 1421234ノート

反応式

HRID 1421234 の反応式
C([N:8]1[C:16]2[C:15](=[O:17])[N:14]([CH2:18][CH2:19][CH2:20][CH2:21][C@H:22]([OH:24])[CH3:23])[C:13](=[O:25])[N:12]([CH3:26])[C:11]=2[N:10]=[C:9]1[CH3:27])C1C=CC=CC=1>C(O)(=O)C.C(OCC)(=O)C.[Pd]>[OH:24][C@H:22]([CH3:23])[CH2:21][CH2:20][CH2:19][CH2:18][N:14]1[C:15](=[O:17])[C:16]2[NH:8][C:9]([CH3:27])=[N:10][C:11]=2[N:12]([CH3:26])[C:13]1=[O:25]

参加物

5

反応物 1

HCID 9929299(R)-1-(5-hydroxyhexyl)-7-benzyl-3,8-dimethylxanthine

生成物 1

HCID 9860506(R)-1-(5-Hydroxyhexyl)-3,8-dimethylxanthine

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of (R)-7-benzyl-1-(5-hydroxyhexyl)-3,8-dimethylxanthine (250 mg) in a mixture of acetic acid (10 ml) and ethyl acetate (10 ml) was hydrogenated in presence of palladium on carbon (50 mg) for 12 hours. The mixture was filtered through celite (5 g) and concentrated. The residue was dissolved in ethyl acetate (100 ml), washed with saturated sodium bicarbonate solution (50 ml), dried over magnesium sulfate and concentrated. The product was purified by flash chromatography (silica gel) eluting with 10% methanol/ethyl acetate. Yield=180 mg.

後処理

  1. filtrationThe mixture was filtered through celite (5 g)
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in ethyl acetate (100 ml)
  4. washwashed with saturated sodium bicarbonate solution (50 ml)
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. customThe product was purified by flash chromatography (silica gel)
  8. washeluting with 10% methanol/ethyl acetate

出典と根拠

ORDレコード
ord-cdbf8b9e8e2549128cd734aeea957ba9
出典データセット
uspto-grants-2000_06
特許番号
US06075029

反応ノート

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