2’,3’-二脱氧-3’-氟鸟苷合成路线 （共 28 条）
反应条件
1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.75 h / -25 °C
1.2: 1 h / -25 °C
2.1: sodium methylate; 2-hydroxyethanethiol / ethanol / 4 h / Reflux
2.2: 0.5 h / 20 °C
View Scheme
参考文献
MEDIVIR AB; KALAYANOV, Genadiy
Patent: WO2012/115578 A1, 2012 ;
反应条件
1.1: hydrogenchloride / di-isopropyl ether / -20 - -1 °C
2.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.75 h / -25 °C
2.2: 1 h / -25 °C
3.1: sodium methylate; 2-hydroxyethanethiol / ethanol / 4 h / Reflux
3.2: 0.5 h / 20 °C
View Scheme
参考文献
MEDIVIR AB; KALAYANOV, Genadiy
Patent: WO2012/115578 A1, 2012 ;
反应条件
1: 83 percent / lithium triethylborohydride / dimethylsulfoxide; tetrahydrofuran / 14 h / 35 °C
2: 96 percent / triethylamine; 4-(dimethylamino)pyridine / dimethylformamide / 24 h / 45 °C
3: 60 percent / diethylaminosulfur trifluoride / CH2Cl2 / 0.5 h / 40 °C
4: 69 percent / hydrochloric acid / CH2Cl2; methanol / 1.5 h / 30 °C
5: 67 percent / 2-mercaptoethanol; NaOMe / methanol / 48 h / 50 °C
View Scheme
参考文献
Torii, Takayoshi; Onishi, Tomoyuki; Izawa, Kunisuke; Maruyama, Tokumi; Demizu, Yosuke; Neyts, Johan; De Clercq, Erik
Nucleosides, Nucleotides and Nucleic Acids, 2006 , vol. 25, # 4-6 p. 655 - 665
反应条件
1: 96 percent / triethylamine; 4-(dimethylamino)pyridine / dimethylformamide / 24 h / 45 °C
2: 60 percent / diethylaminosulfur trifluoride / CH2Cl2 / 0.5 h / 40 °C
3: 69 percent / hydrochloric acid / CH2Cl2; methanol / 1.5 h / 30 °C
4: 67 percent / 2-mercaptoethanol; NaOMe / methanol / 48 h / 50 °C
View Scheme
参考文献
Torii, Takayoshi; Onishi, Tomoyuki; Izawa, Kunisuke; Maruyama, Tokumi; Demizu, Yosuke; Neyts, Johan; De Clercq, Erik
Nucleosides, Nucleotides and Nucleic Acids, 2006 , vol. 25, # 4-6 p. 655 - 665
反应条件
1: 60 percent / diethylaminosulfur trifluoride / CH2Cl2 / 0.5 h / 40 °C
2: 69 percent / hydrochloric acid / CH2Cl2; methanol / 1.5 h / 30 °C
3: 67 percent / 2-mercaptoethanol; NaOMe / methanol / 48 h / 50 °C
View Scheme
参考文献
Torii, Takayoshi; Onishi, Tomoyuki; Izawa, Kunisuke; Maruyama, Tokumi; Demizu, Yosuke; Neyts, Johan; De Clercq, Erik
Nucleosides, Nucleotides and Nucleic Acids, 2006 , vol. 25, # 4-6 p. 655 - 665
反应条件
1: 69 percent / hydrochloric acid / CH2Cl2; methanol / 1.5 h / 30 °C
2: 67 percent / 2-mercaptoethanol; NaOMe / methanol / 48 h / 50 °C
View Scheme
参考文献
Torii, Takayoshi; Onishi, Tomoyuki; Izawa, Kunisuke; Maruyama, Tokumi; Demizu, Yosuke; Neyts, Johan; De Clercq, Erik
Nucleosides, Nucleotides and Nucleic Acids, 2006 , vol. 25, # 4-6 p. 655 - 665
反应条件
1.1: dibutyltin(IV) oxide / methanol / 1 h / Heating
1.2: 85 percent / triethylamine / methanol / 12 h / 4 °C
2.1: 83 percent / lithium triethylborohydride / dimethylsulfoxide; tetrahydrofuran / 14 h / 35 °C
3.1: 96 percent / triethylamine; 4-(dimethylamino)pyridine / dimethylformamide / 24 h / 45 °C
4.1: 60 percent / diethylaminosulfur trifluoride / CH2Cl2 / 0.5 h / 40 °C
5.1: 69 percent / hydrochloric acid / CH2Cl2; methanol / 1.5 h / 30 °C
6.1: 67 percent / 2-mercaptoethanol; NaOMe / methanol / 48 h / 50 °C
View Scheme
参考文献
Torii, Takayoshi; Onishi, Tomoyuki; Izawa, Kunisuke; Maruyama, Tokumi; Demizu, Yosuke; Neyts, Johan; De Clercq, Erik
Nucleosides, Nucleotides and Nucleic Acids, 2006 , vol. 25, # 4-6 p. 655 - 665
反应条件
1: 98 percent / H3PO2; NEt3; V-50 / acetonitrile; H2O / 70 °C
2: 82 percent / ammonia / methanol / 20 °C
View Scheme
参考文献
Torii, Takayoshi; Onishi, Tomoyuki; Tanji, Shigehisa; Izawa, Kunisuke
Nucleosides, Nucleotides and Nucleic Acids, 2005 , vol. 24, # 5-7 p. 1051 - 1054
