2'-氟-2'-脱氧鸟苷合成路线 (共 34 条)
反应条件
1: 59 percent / mercuric cyanide / various solvent(s) / 24 h / Ambient temperature 2: 75 percent / NaN3 / ethanol; H2O / 1.) reflux, 1 h, 2.) room temperature, 20 h 3: 94 percent / H2 / Pd on carbon / ethanol; N,N-dimethyl-acetamide / 20 h / Ambient temperature 4: 79 percent / MeONa / methanol / 1 h / Ambient temperature 5: 83 percent / H2O / 20 h / Ambient temperature; adenosine deaminase View Scheme
参考文献
Nucleosides and Nucleotides, , vol. 13, # 1-3 p. 309 - 323
反应条件
1: DMSO, acetic anhydride 2: NaBH4 / 1.5 h / 0 °C 3: 80 percent / pyridine / 20 h / 60 °C 4: 80 percent / n-Bu4NF 5: 82 percent / p-toluenesulfonic acid / dioxane / 2 h / 23 °C 6: 78 percent / NaOH / acetonitrile; methanol; H2O 7: pyridine, (N,N-dimethylamino)pyrydine / CH2Cl2 / 1 h / 5 °C 8: tertbutylammonium fluoride / tetrahydrofuran / 5 h / 5 °C 9: 41 percent / Dowex 50W x 2-100 / methanol / 1 h / 23 °C 10: 80 percent / sat. NH3 in MeOH / 16 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 36, # 7 p. 831 - 841
反应条件
1: NaBH4 / 1.5 h / 0 °C 2: 80 percent / pyridine / 20 h / 60 °C 3: 80 percent / n-Bu4NF 4: 82 percent / p-toluenesulfonic acid / dioxane / 2 h / 23 °C 5: 78 percent / NaOH / acetonitrile; methanol; H2O 6: pyridine, (N,N-dimethylamino)pyrydine / CH2Cl2 / 1 h / 5 °C 7: tertbutylammonium fluoride / tetrahydrofuran / 5 h / 5 °C 8: 41 percent / Dowex 50W x 2-100 / methanol / 1 h / 23 °C 9: 80 percent / sat. NH3 in MeOH / 16 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 36, # 7 p. 831 - 841
反应条件
1: 82 percent / p-toluenesulfonic acid / dioxane / 2 h / 23 °C 2: 78 percent / NaOH / acetonitrile; methanol; H2O 3: pyridine, (N,N-dimethylamino)pyrydine / CH2Cl2 / 1 h / 5 °C 4: tertbutylammonium fluoride / tetrahydrofuran / 5 h / 5 °C 5: 41 percent / Dowex 50W x 2-100 / methanol / 1 h / 23 °C 6: 80 percent / sat. NH3 in MeOH / 16 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 36, # 7 p. 831 - 841
反应条件
1: 78 percent / NaOH / acetonitrile; methanol; H2O 2: pyridine, (N,N-dimethylamino)pyrydine / CH2Cl2 / 1 h / 5 °C 3: tertbutylammonium fluoride / tetrahydrofuran / 5 h / 5 °C 4: 41 percent / Dowex 50W x 2-100 / methanol / 1 h / 23 °C 5: 80 percent / sat. NH3 in MeOH / 16 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 36, # 7 p. 831 - 841
反应条件
1: 80 percent / n-Bu4NF 2: 82 percent / p-toluenesulfonic acid / dioxane / 2 h / 23 °C 3: 78 percent / NaOH / acetonitrile; methanol; H2O 4: pyridine, (N,N-dimethylamino)pyrydine / CH2Cl2 / 1 h / 5 °C 5: tertbutylammonium fluoride / tetrahydrofuran / 5 h / 5 °C 6: 41 percent / Dowex 50W x 2-100 / methanol / 1 h / 23 °C 7: 80 percent / sat. NH3 in MeOH / 16 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 36, # 7 p. 831 - 841
反应条件
1: 1.) TMSCl, pyridine, 3.) NH4OH 2: TsOH / dioxane 3: DMAP / CH2Cl2 4: TBAF / tetrahydrofuran 5: Dowex-50 / methanol 6: NH4OH / 24 h / 55 °C View Scheme
参考文献
Nucleosides and Nucleotides, , vol. 16, # 7-9 p. 1645 - 1647
反应条件
1: 1.) BCl3, 2.) NaOH / 1.) CH2Cl2 2: adenosine deaminase / 72 h / 37 °C / phosphate buffer, pH 7-7.5 3: 1.) TMSCl, pyridine, 3.) NH4OH 4: TsOH / dioxane 5: DMAP / CH2Cl2 6: TBAF / tetrahydrofuran 7: Dowex-50 / methanol 8: NH4OH / 24 h / 55 °C View Scheme
参考文献
Nucleosides and Nucleotides, , vol. 16, # 7-9 p. 1645 - 1647
反应条件
1: TsOH / dioxane 2: DMAP / CH2Cl2 3: TBAF / tetrahydrofuran 4: Dowex-50 / methanol 5: NH4OH / 24 h / 55 °C View Scheme
参考文献
Nucleosides and Nucleotides, , vol. 16, # 7-9 p. 1645 - 1647
反应条件
1: adenosine deaminase / 72 h / 37 °C / phosphate buffer, pH 7-7.5 2: 1.) TMSCl, pyridine, 3.) NH4OH 3: TsOH / dioxane 4: DMAP / CH2Cl2 5: TBAF / tetrahydrofuran 6: Dowex-50 / methanol 7: NH4OH / 24 h / 55 °C View Scheme
参考文献
Nucleosides and Nucleotides, , vol. 16, # 7-9 p. 1645 - 1647