2'-beta-氟-2',3'-二脱氧腺苷合成路线 （共 55 条）
参考文献
Bristol-Myers Squibb Company
Patent: EP428109 A2, 1991 ;
反应条件
1: 38.8 percent / pyridine; morpholinosulfur trifluoride / CH2Cl2 / 3 h / Heating
2: 88.2 percent / NH3 / tetrahydrofuran / 96 h / 60 °C / 2100.21 Torr
View Scheme
参考文献
Takamatsu; Maruyama; Katayama; Hirose; Naito; Izawa
Journal of Organic Chemistry, 2001 , vol. 66, # 22 p. 7469 - 7477
反应条件
1: 71 percent / Et3N; DMAP / dimethylformamide
2: 78 percent / (diethylamino)sulfur trifluoride; pyridine / CH2Cl2 / Heating
3: 98 percent / NH3 / methanol
4: 92 percent / DMAP / acetonitrile
5: 81 percent / Ph2SiH2; AIBN / dioxane
6: 88 percent / HCl
View Scheme
参考文献
Izawa, Kunisuke; Takamatsu, Satoshi; Katayama, Satoshi; Hirose, Naoko; Kozai, Shigetaka; Maruyama, Tokumi
Nucleosides, Nucleotides and Nucleic Acids, 2003 , vol. 22, # 5-8 p. 507 - 517
反应条件
1.1: 40 percent / DIBAL-H / CH2Cl2 / -78 °C
2.1: 100 percent / conc. H2SO4 / CH2Cl2 / 20 °C
3.1: 100 percent / AcOH; HBr / CH2Cl2
4.1: NaH / tetrahydrofuran / Heating
4.2: MeONa / methanol / Heating
View Scheme
参考文献
Jin, Fuqiang; Wang, Dengjin; Confalone, Pat N.; Pierce, Michael E.; Wang, Zhe; Xu, Guoyou; Choudhury, Anusuya; Nguyen, Dieu
Tetrahedron Letters, 2001 , vol. 42, # 29 p. 4787 - 4789
反应条件
1.1: 100 percent / AcOH; HBr / CH2Cl2
2.1: NaH / tetrahydrofuran / Heating
2.2: MeONa / methanol / Heating
View Scheme
参考文献
Jin, Fuqiang; Wang, Dengjin; Confalone, Pat N.; Pierce, Michael E.; Wang, Zhe; Xu, Guoyou; Choudhury, Anusuya; Nguyen, Dieu
Tetrahedron Letters, 2001 , vol. 42, # 29 p. 4787 - 4789
反应条件
1: Et3N
2: DMAP / toluene
3: Et3N*3HF; Et3N / ethyl acetate / Heating
4: 98 percent / NH3/MeOH / toluene / 18 h / 100 °C / sealed tube
5: 92 percent / DMAP / acetonitrile
6: 81 percent / Ph2SiH2; 2,2'-azobisisobutyronitrile (AIBN) / dioxane
7: 85 percent / 80 percent AcOH
View Scheme
参考文献
Takamatsu, Satoshi; Maruyama, Tokumi; Katayama, Satoshi; Hirose, Naoko; Izawa, Kunisuke
Tetrahedron Letters, 2001 , vol. 42, # 12 p. 2321 - 2324
反应条件
1: 4 Angstroem molecular sieves / acetonitrile / 14 h / Ambient temperature
2: 95 percent / NH3 / tetrahydrofuran; methanol / 16 h / 100 °C
View Scheme
参考文献
Wysocki Jr.; Siddiqui; Barchi Jr.; Driscoll; Marquez
Synthesis, 1991 , # 11 p. 1005 - 1008
反应条件
1: 64 percent / K2CO3 / tetrahydrofuran / 36 h / Ambient temperature
2: 78 percent / pyridine / CH2Cl2 / 0.75 h / -30 - -10 °C
3: 1) NaH / 1) DMF, 0 deg C, 30 min, 2a) 0 deg C, 20 min, b) to r.t. over 30 min
4: 86 percent / Bu3SnH, 2,2'-azobis(2-methylpropionitrile) / toluene / 3 h / Heating
5: HBr, AcOH / CH2Cl2 / 3 h / Ambient temperature
6: 4 Angstroem molecular sieves / acetonitrile / 14 h / Ambient temperature
7: 95 percent / NH3 / tetrahydrofuran; methanol / 16 h / 100 °C
View Scheme
参考文献
Wysocki Jr.; Siddiqui; Barchi Jr.; Driscoll; Marquez
Synthesis, 1991 , # 11 p. 1005 - 1008
反应条件
1: 97 percent / HBr, AcOH / CH2Cl2 / 24 h / Ambient temperature
2: 64 percent / K2CO3 / tetrahydrofuran / 36 h / Ambient temperature
3: 78 percent / pyridine / CH2Cl2 / 0.75 h / -30 - -10 °C
4: 1) NaH / 1) DMF, 0 deg C, 30 min, 2a) 0 deg C, 20 min, b) to r.t. over 30 min
5: 86 percent / Bu3SnH, 2,2'-azobis(2-methylpropionitrile) / toluene / 3 h / Heating
6: HBr, AcOH / CH2Cl2 / 3 h / Ambient temperature
7: 4 Angstroem molecular sieves / acetonitrile / 14 h / Ambient temperature
8: 95 percent / NH3 / tetrahydrofuran; methanol / 16 h / 100 °C
View Scheme
参考文献
Wysocki Jr.; Siddiqui; Barchi Jr.; Driscoll; Marquez
Synthesis, 1991 , # 11 p. 1005 - 1008
反应条件
1: 78 percent / pyridine / CH2Cl2 / 0.75 h / -30 - -10 °C
2: 1) NaH / 1) DMF, 0 deg C, 30 min, 2a) 0 deg C, 20 min, b) to r.t. over 30 min
3: 86 percent / Bu3SnH, 2,2'-azobis(2-methylpropionitrile) / toluene / 3 h / Heating
4: HBr, AcOH / CH2Cl2 / 3 h / Ambient temperature
5: 4 Angstroem molecular sieves / acetonitrile / 14 h / Ambient temperature
6: 95 percent / NH3 / tetrahydrofuran; methanol / 16 h / 100 °C
View Scheme
参考文献
Wysocki Jr.; Siddiqui; Barchi Jr.; Driscoll; Marquez
Synthesis, 1991 , # 11 p. 1005 - 1008
