2'-beta-氟-2',3'-二脱氧腺苷合成路线 (共 55 条)
反应条件
adenosine deaminase in phosphate buffer T=37°C; pH=7.4; Enzyme kinetics; Further Variations:Reagentsconc. of substrate;
参考文献
Pharmaceutical Research, , vol. 13, # 12 p. 1881 - 1886
反应条件
dihydrogen peroxide; palladium on activated charcoal 1.) AcOH, RT, 5 days, 2.) AcOH, 0 deg C, 30 min; Yield given. Multistep reaction;
参考文献
Barchi, Joseph J.; Marquez, Victor E.; Driscoll, John S.; Ford, Harry; Mitsuya, Hiroaki; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 5 p. 1647 - 1655
反应条件
hydrogenchloride in methanol
T=20°C; Hydrolysis; 1.5 h;
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
ammonia in tetrahydrofuran; methanol
T=100°C; 16 h;
参考文献
Wysocki Jr.; Siddiqui; Barchi Jr.; Driscoll; Marquez
Synthesis, 1991 , # 11 p. 1005 - 1008
反应条件
1: 64 percent Chromat. / n-C4F9SO2F; N-ethylpiperidine / toluene / 44 h / 50 °C
2: NH3 / tetrahydrofuran
3: 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: 85 percent / 2,4,6-collidine / acetonitrile
2: 64 percent Chromat. / n-C4F9SO2F; N-ethylpiperidine / toluene / 44 h / 50 °C
3: NH3 / tetrahydrofuran
4: 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: 95 percent / pyridine / CH2Cl2 / 0 - 20 °C
2.1: 97 percent / hydrogen / Pd/C / ethyl acetate / 20 °C / 517.15 Torr
3.1: 40 percent / DIBAL-H / CH2Cl2 / -78 °C
4.1: 100 percent / conc. H2SO4 / CH2Cl2 / 20 °C
5.1: 100 percent / AcOH; HBr / CH2Cl2
6.1: NaH / tetrahydrofuran / Heating
6.2: 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: 97 percent / hydrogen / Pd/C / ethyl acetate / 20 °C / 517.15 Torr
2.1: 40 percent / DIBAL-H / CH2Cl2 / -78 °C
3.1: 100 percent / conc. H2SO4 / CH2Cl2 / 20 °C
4.1: 100 percent / AcOH; HBr / CH2Cl2
5.1: NaH / tetrahydrofuran / Heating
5.2: 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: 99 percent / H3PO2; Et3N; H2NC(NH)C(Me)2-N=N-C(Me)2C(NH)NH2*2HCl / acetonitrile; H2O / pH 8.0
2: 99 percent / POCl3; PhNMe2; Et4NCl / acetonitrile
3: 94 percent / NaOMe / methanol
4: 85 percent / 2,4,6-collidine / acetonitrile
5: 64 percent Chromat. / n-C4F9SO2F; N-ethylpiperidine / toluene / 44 h / 50 °C
6: NH3 / tetrahydrofuran
7: 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: 99 percent / POCl3; PhNMe2; Et4NCl / acetonitrile
2: 94 percent / NaOMe / methanol
3: 85 percent / 2,4,6-collidine / acetonitrile
4: 64 percent Chromat. / n-C4F9SO2F; N-ethylpiperidine / toluene / 44 h / 50 °C
5: NH3 / tetrahydrofuran
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