(2R,3R,4S,5S)-2-(6-氨基嘌呤-9-基)-5-(氟甲基硫基甲基)四氢呋喃-3,4-二醇合成路线 (共 12 条)
反应条件
1: 98 percent / pyridine / 7 h / 0 °C 2: 86 percent / MCPBA / CH2Cl2 / 0.5 h / -50 °C 3: 1.) (diethylamido)sulfur trifluoride, 2.) NH3 / 1.) SbCl3 / 1.) CH2Cl2, r.t., 10 h, 2.) r.t., 2 h View Scheme
参考文献
Guillerm, Georges; Gatel, Marie
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 2 p. 153 - 154
反应条件
1: 86 percent / MCPBA / CH2Cl2 / 0.5 h / -50 °C 2: 1.) (diethylamido)sulfur trifluoride, 2.) NH3 / 1.) SbCl3 / 1.) CH2Cl2, r.t., 10 h, 2.) r.t., 2 h View Scheme
参考文献
Guillerm, Georges; Gatel, Marie
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 2 p. 153 - 154
参考文献
Guillerm, Georges; Gatel, Marie
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 2 p. 153 - 154
反应条件
1: 74 percent / 4-(dimethylamino)pyridine, Et3N / acetonitrile / 1 h 2: 1) (dimethylamino)sulfur trifluoride, 2) NH3 / 1) CHCl3, 55 deg C, 2.5-3 h, 2) MeOH, r.t., 2.5 h View Scheme
参考文献
Sufrin, Janice R.; Spiess, Arthur J.; Kramer, Debora L.; Libby, Paul R.; Porter, Carl W.
Journal of Medicinal Chemistry, 1989 , vol. 32, # 5 p. 997 - 1001
反应条件
(diethylamido)sulfur trifluoride; ammonia; antimony trichloride 1.) CH2Cl2, r.t., 10 h, 2.) MeOH, r.t., 2 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Robins; Wnuk; Mullah; Dalley; Yuan; Lee; Borchardt
Journal of Organic Chemistry, 1994 , vol. 59, # 3 p. 544 - 555
反应条件
(diethylamido)sulfur trifluoride; ammonia; antimony trichloride 1.) CH2Cl2, r.t., 10 h, 2.) r.t., 2 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Robins; Wnuk; Mullah; Dalley; Yuan; Lee; Borchardt
Journal of Organic Chemistry, 1994 , vol. 59, # 3 p. 544 - 555
反应条件
1: NaH / dimethylformamide 2: 1.) pyridine, 2.) MCPBA / 2.) CH2Cl2, -40 deg C 3: 1.) diethylaminosulfur trifluoride, SbCl3, 2.) NH3 / 1.) CH2Cl2, room temp; 2.) MeOH View Scheme
参考文献
Robins; Wnuk
Tetrahedron Letters, 1988 , vol. 29, # 45 p. 5729 - 5732
反应条件
1: 1.) SOCl2, pyridine, 2.) NH3 / 1.) acetonitrile, 2.) MeOH, H2O 2: NaH / dimethylformamide 3: 1.) pyridine, 2.) MCPBA / 2.) CH2Cl2, -40 deg C 4: 1.) diethylaminosulfur trifluoride, SbCl3, 2.) NH3 / 1.) CH2Cl2, room temp; 2.) MeOH View Scheme
参考文献
Robins; Wnuk
Tetrahedron Letters, 1988 , vol. 29, # 45 p. 5729 - 5732
反应条件
sodium carbonate in methanol 15 h; Ambient temperature; Yield given;
参考文献
Guillerm, Georges; Gatel, Marie
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 2 p. 153 - 154
反应条件
1: 75 percent / XeF2 / CH2Cl2 / 6 h / -60 °C 2: Na2CO3 / methanol / 15 h / Ambient temperature View Scheme
参考文献
Guillerm, Georges; Gatel, Marie
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1994 , # 2 p. 153 - 154