反応式
C([N:3]([CH2:6][CH3:7])CC)C.[Cl:8][CH2:9][C@H:10]1[O:14][C@@H:13]([N:15]2[CH:23]=[N:22][C:21]3[C:16]2=[N:17][CH:18]=[N:19][C:20]=3Cl)[C@H:12]([OH:25])[C@@H:11]1[OH:26]>C(O)(C)C>[OH:14][C@@H:13]1[CH2:12][CH2:11][CH2:7][C@H:6]1[NH:3][C:20]1[N:19]=[CH:18][N:17]=[C:16]2[C:21]=1[N:22]=[CH:23][N:15]2[CH:13]1[C@H:12]([OH:25])[C@H:11]([OH:26])[C@@H:10]([CH2:9][Cl:8])[O:14]1参加物
実験手順
To a suspension of (R,R)-2-aminopentanol hydrochloride (34.2 g, 249 mmol) in degassed isopropanol (100 ml) and distilled triethylamine (dried over calcium hydride, 95 ml, 69 g, 226 mmol) was added dropwise a solution of (4S,5S,2R,3R)-5-(chloromethyl)-2-(6-chloropurin-9-yl)oxolane-3,4-diol (36.3 g, 118.7 mmol) in 400 ml of isopropanol. The reaction mixture was stirred at room temperature for 30 minutes, and then refluxed (oil bath temperature: ˜80° C.) for 20 hours. After cooling the reaction mixture to ambient temperature, the solvent was removed under reduced pressure, and 1000 ml of water was added to the residue. The suspension was stirred at room temperature for 3.5 hours, and the solid material filtered off, washed with water (1×60 ml and 1×90 ml), and dried under vacuum over P2O5 for 3 days to yield 68.0 g (81%) of 2-{6-[((1R,2R)-2-hydroxycyclopentyl)amino]purin-9-yl}(4S,5S,3R)-5-(chloromethyl)oxolane-3,4-diol as a light brown powder.
後処理
- temperaturerefluxed (oil bath temperature: ˜80° C.) for 20 hours
- temperatureAfter cooling the reaction mixture to ambient temperature
- customthe solvent was removed under reduced pressure, and 1000 ml of water
- additionwas added to the residue
- stirringThe suspension was stirred at room temperature for 3.5 hours
- filtrationthe solid material filtered off
- washwashed with water (1×60 ml and 1×90 ml)
- dry with materialdried under vacuum over P2O5 for 3 days
出典と根拠
- ORDレコード
- ord-796b60bf492b4e40b9ae713d47a8ff38
- 出典データセット
- uspto-grants-2011_05
- 特許番号
- US07939509B2
関連ノート
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