Kfm 19 → 1,3-Dipropyl-8-(1-hydroxycyclopent-3-yl)xanthine

HRID 1734179ノート

反応式

HRID 1734179 の反応式
[CH2:1]([N:4]1[C:13](=[O:14])[C:12]2[NH:11][C:10]([CH:15]3[CH2:19][CH2:18][C:17](=[O:20])[CH2:16]3)=[N:9][C:8]=2[N:7]([CH2:21][CH2:22][CH3:23])[C:5]1=[O:6])[CH2:2][CH3:3]>C(O)C>[CH2:1]([N:4]1[C:13](=[O:14])[C:12]2[NH:11][C:10]([CH:15]3[CH2:19][CH2:18][CH:17]([OH:20])[CH2:16]3)=[N:9][C:8]=2[N:7]([CH2:21][CH2:22][CH3:23])[C:5]1=[O:6])[CH2:2][CH3:3]

参加物

3

反応物 1

HCID 131584Kfm 19

生成物 1

HCID 103813391,3-Dipropyl-8-(1-hydroxycyclopent-3-yl)xanthine収率 78%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

0.5 g (1.6 mmol) of 1,3-dipropyl-8-(1-oxo-3-cyclopentyl)xanthine, 10 ml of ethanol and 0.1 g (2.6 mmol) of sodium tetrahydridoboranate are stirred for 21/2 days at ambient temperature. The mixture is evaporated down in vacuo and mixed with water and methylene chloride then the aqueous phase is acidified and extracted. The combined organic extracts are dried and evaporated down in vacuo. The residue is separated into the isomers by chromatography on silica gel (CH2Cl2 /CH3OH 95:5). From the 1st fraction, 0.4 g of the title compound are obtained in the form of white crystals (39% of theory), m.p. 174°-176° C. and from the 2nd fraction 0.4 g of the title compound are obtained in the form of white crystals (39% of theory), m.p. 191°-193° C.

後処理

  1. customThe mixture is evaporated down in vacuo
  2. additionmixed with water and methylene chloride
  3. extractionextracted
  4. customThe combined organic extracts are dried
  5. customevaporated down in vacuo
  6. customThe residue is separated into the isomers by chromatography on silica gel (CH2Cl2 /CH3OH 95:5)

出典と根拠

ORDレコード
ord-16e7fcdd7f9542baab0179e5537f11f5
出典データセット
uspto-grants-1996_07
特許番号
US05532368

反応ノート

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