6-氯-9-(四氢-2-吡喃基)嘌呤合成路线 （共 29 条）
反应条件
1.1: zinc / tetrahydrofuran / 1 h / 10 - 15 °C
1.2: 72 percent / Pd(PPh3)4 / tetrahydrofuran / 10 h / 20 °C
2.1: 85 percent / MeONa / methanol / 20 °C
View Scheme
参考文献
Silhar, Peter; Pohl, Radek; Votruba, Ivan; Hocek, Michal
Organic Letters, 2004 , vol. 6, # 19 p. 3225 - 3228
反应条件
tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran
T=60°C; Methylation; 2 h;
参考文献
Hassan; Abou-Elkair; Montgomery; Secrist III
Nucleosides, Nucleotides and Nucleic Acids, 2000 , vol. 19, # 7 p. 1123 - 1134
反应条件
1: methyl-magnesium iodide With copper(l) iodide in tetrahydrofuran
T=-78°C; 0.5 h;
2: 6-chloro-9-(tetrahydro-2-pyranyl)purine in tetrahydrofuran
T=-78 - 20°C;
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
1: With n-butyllithium in tetrahydrofuran
2 h; Heating;
2: With sodium carbonate in tetrahydrofuran
3 h; Heating;
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
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
n-butyllithium; sodium carbonate
1.) dimethoxyethane, 4 h, room temperature, 2.) 3 h, reflux; Multistep reaction;
参考文献
Mornet, Rene; Leonard, Nelson J.; Theiler, Jane B.; Doree, Marcel
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 5 p. 879 - 885
反应条件
1: bis(triphenylphosphine)palladium(II) chloride / 1,2-dichloro-ethane / 5.5 h / Heating
2: 206 mg / N,N-diisopropylethylamine / palladium(II) acetate / dimethylformamide / 3.5 h / 60 °C
3: 91 percent / aq. HCl / CH2Cl2; ethanol / 4 h / 20 °C
View Scheme
参考文献
Brathe, Anders; Gundersen, Lise-Lotte; Rise, Frode; Eriksen, Aud Berglen; Vollsnes, Ane V.; Wang, Linea
Tetrahedron, 1999 , vol. 55, # 1 p. 211 - 228
反应条件
1.1: Bu3SnCl; LiTMP / tetrahydrofuran / -78 °C
1.2: I2 / tetrahydrofuran / 0.5 h / 20 °C
2.1: 82 percent / Et3N / 2 h / 60 °C
3.1: 85 percent / H2O; TFA / 20 °C
4.1: 60 percent / DEAD; Ph3P / 20 °C
View Scheme
参考文献
Brun, Virginie; Legraverend, Michel; Grierson, David S.
Tetrahedron Letters, 2001 , vol. 42, # 46 p. 8161 - 8164
反应条件
1.1: n-BuLi / 1,2-dimethoxy-ethane; hexane / 1 h / -35 °C
1.2: 1,2-dimethoxy-ethane; hexane / 4 h / 20 °C
1.3: 1,2-dimethoxy-ethane; hexane / 24 h / 20 °C
2.1: 185 mg / aq. HCl / ethanol / 4 h / 20 °C
View Scheme
参考文献
Laufer, Stefan A.; Domeyer, David M.; Scior, Thomas R. F.; Albrecht, Wolfgang; Hauser, Dominik R. J.
Journal of Medicinal Chemistry, 2005 , vol. 48, # 3 p. 710 - 722
