6-氯-9-(四氢-2-吡喃基)嘌呤合成路线 （共 29 条）
反应条件
1.1: triethylamine / isopropyl alcohol / 24 h / 80 °C 2.1: hydrogenchloride / ethanol; water / 1.5 h / 22 - 35 °C 2.2: pH 8 - 9 View Scheme
参考文献
Ren, Pingda; Martin, Michael; Isbester, Paul; Lane, Benjamin S.; Kropp, Jason
Patent: US2012/184568 A1, 2012 ;
反应条件
1.1: n-butyllithium / tetrahydrofuran / 2 h / Heating 1.2: 79 percent / aq. sodium carbonate / tetrahydrofuran / 3 h / Heating 2.1: 96 percent / Dowex 50W-X8 (H+) resin; aq. ammonium hydroxide / methanol 3.1: hydrobromic acid; acetic acid / CH2Cl2 / 1.25 h / 20 °C 3.2: 27 percent / acetonitrile / 40 h / Heating 4.1: 93 percent / ammonium hydroxide / methanol; H2O / 18 h / 20 °C View Scheme
参考文献
Marasco Jr., Canio J.; Pera, Paula J.; Spiess, Arthur J.; Bernacki, Ralph; Sufrin, Janice R.
Molecules, 2005 , vol. 10, # 8 p. 1015 - 1020
反应条件
potassium carbonate; tetrakis(triphenylphosphine) palladium(0) in toluene T=100°C; Phenylation; Suzuki-Miyaura cross-coupling;
参考文献
Hocek, Michal; Holy, Antonin; Votruba, Ivan; Dvorakova, Hana
Journal of Medicinal Chemistry, 2000 , vol. 43, # 9 p. 1817 - 1825
反应条件
copper(l) iodide in tetrahydrofuran; diethyl ether T=-78°C; 2 h; then overnight at room temperature;
参考文献
Dvorakova, Hana; Dvorak, Dalimil; Holy, Antonin
Tetrahedron Letters, 1996 , vol. 37, # 8 p. 1285 - 1288
反应条件
copper(l) iodide 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 2 h; r.t., overnight; Yield given. Multistep reaction;
参考文献
Dvorakova, Hana; Dvorak, Dalimil; Holy, Antonin
Collection of Czechoslovak Chemical Communications, 1998 , vol. 63, # 12 p. 2065 - 2074
反应条件
copper(l) iodide in tetrahydrofuran; diethyl ether T=-78°C; 2 h; then overnight at room temperature;
参考文献
Dvorakova, Hana; Dvorak, Dalimil; Holy, Antonin
Tetrahedron Letters, 1996 , vol. 37, # 8 p. 1285 - 1288
反应条件
in water 12 h; Heating;
参考文献
Gasque, C. Edward
Phytochemistry (Elsevier), 1982 , vol. 21, # 7 p. 1501 - 1508
反应条件
1.1: n-BuLi; 2,2,6,6-tetramethylpiperidine / hexane; tetrahydrofuran / 0.5 h / -78 °C 1.2: Bu3SnCl / hexane; tetrahydrofuran / 1 h / -78 °C 1.3: 8.0 g / iodine / tetrahydrofuran / 24 h 2.1: 98 percent / CuCl2 / aq. ethanol / 5 h / 85 °C View Scheme
参考文献
Brun, Virginie; Legraverend, Michel; Grierson, David S
Tetrahedron, 2002 , vol. 58, # 39 p. 7911 - 7923
反应条件
1: Pd(PPh3)4; K2CO3 / toluene
2: Dowex 50X8 (H+) / aq. methanol
View Scheme
参考文献
Havelkova, Martina; Hocek, Michal; Cesnek, Michal; Dvorak, Dalimil
Synlett, 1999 , # 7 p. 1145 - 1147
反应条件
1: 1-iodomethyl acetate With chloro-trimethyl-silane; 1,1-dibromo ethane; zinc in tetrahydrofuran
T=0 - 5°C; 1 h;
2: 6-chloro-9-(tetrahydro-2-pyranyl)purine With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran
T=20°C; Negishi reaction; 8 h;
参考文献
Silhar, Peter; Pohl, Radek; Votruba, Ivan; Hocek, Michal
Organic Letters, 2004 , vol. 6, # 19 p. 3225 - 3228
