반응식
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]1참가 물질
실험 절차
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.
후처리
- 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
출처 및 근거
- ORD 기록
- ord-35e722f442b44be2af6346a181fddc25
- 출처 데이터셋
- uspto-grants-2007_11
- 특허 번호
- US07300923B2
연결된 노트
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