1-(2’-O,4-C-甲桥-beta-D-呋喃核糖基)胸腺嘧啶合成路线 (共 33 条)
反应条件
ammonium formate; palladium(II) hydroxide/carbon in methanol
0.166667 h; Heating / reflux;
参考文献
Exiqon A/S
Patent: EP1163250 B1, 2006 ;
Location in patent: Page/Page column 11; 34 ;
反应条件
hydrogen; palladium dihydroxide in ethanol
参考文献
Koshkin, Alexei A.; Singh, Sanjay K.; Nielsen, Poul; Rajwanshi, Vivek K.; Kumar, Ravindra; Meldgaard, Michael; Olsen, Carl Erik; Wengel, Jesper
Tetrahedron, 1998 , vol. 54, # 14 p. 3607 - 3630
反应条件
hydrogen; 20percent Pd(OH)2/C in ethanol
T=20°C; 120 h;
参考文献
Nielsen, Poul; Christensen, Nanna K.; Dalskov, Jakob K.
Chemistry - A European Journal, 2002 , vol. 8, # 3 p. 712 - 722
反应条件
1: 18 percent / H2 / 20percent Pd(OH)2/C / ethanol / 120 h / 20 °C
View Scheme
参考文献
Nielsen, Poul; Christensen, Nanna K.; Dalskov, Jakob K.
Chemistry - A European Journal, 2002 , vol. 8, # 3 p. 712 - 722
反应条件
1: 99 percent / pyridine
2: 95 percent / HCl, H2O
3: 97 percent / pyridine
4: 66 percent / Me3SiOTf / CH2Cl2
5: NH3 / methanol
6: NaH / dimethylformamide
7: 1.) HMDS, 2.) NBS, molecular sieves 4 Angstroem / 2.) CH2Cl2
8: 12 percent / H2 / Pd(OH)2/C / ethanol
View Scheme
参考文献
Nielsen, Poul; Wengel, Jesper
Chemical Communications, 1998 , # 23 p. 2645 - 2646
反应条件
Pd(OH)2-C in hydrogen
参考文献
Takeshi Imanishi
Patent: US6268490 B1, 2001 ;
反应条件
1.1: 98 percent / pyridine / 1 h / 20 °C
2.1: 97 percent / conc. H2SO4 / acetic acid / 24 h / 20 °C
3.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 1 h / Heating
3.2: 88 percent / trimethylsilyl triflate / acetonitrile / 4 h / Heating
4.1: 94 percent / aq. NaOH / dioxane; H2O / 1 h / 20 °C
5.1: 86 percent / dimethylformamide / 5 h / 100 °C
6.1: 91 percent / aq. NaOH / tetrahydrofuran / 1 h
7.1: 83 percent / HCO2NH4 / Pd(OH)2/C / methanol / 0.17 h / Heating
View Scheme
参考文献
Koshkin; Fensholdt; Pfundheller; Lomholt
Journal of Organic Chemistry, 2001 , vol. 66, # 25 p. 8504 - 8512
反应条件
1: 66 percent / TMS-Tf / CH2Cl2
2: NH3 / methanol
3: 95 percent / NaH / dimethylformamide
4: 61 percent / HMDS; 4 Angstroem MS / CH2Cl2
5: H2 / Pd(OH)2/C / CH2Cl2; ethanol
View Scheme
参考文献
Nielsen, Poul; Wengel, Jesper
Nucleosides and Nucleotides, 1999 , vol. 18, # 4-5 p. 701 - 702
反应条件
1: NH3 / methanol
2: 95 percent / NaH / dimethylformamide
3: 61 percent / HMDS; 4 Angstroem MS / CH2Cl2
4: H2 / Pd(OH)2/C / CH2Cl2; ethanol
View Scheme
参考文献
Nielsen, Poul; Wengel, Jesper
Nucleosides and Nucleotides, 1999 , vol. 18, # 4-5 p. 701 - 702
反应条件
1: 80percent AcOH / 4 h / 90 °C
2: pyridine / 72 h / Ambient temperature
3: 1.) N,O-bis(trimethylsilyl)acetamide, 2.) TMS-triflate / 1.) CH3CN, reflux, 1 h, 2.) 65 deg C, 2 h
4: 97 percent / NaOMe / methanol / 0.17 h / Ambient temperature
5: 1.) pTsCl, 2.) NaH / 1.) Py, room temperature, 20 h, 2.) DMF, 0 deg C, 72 h
6: 98 percent / H2 / Pd(OH)2/C / ethanol / 4 h / Ambient temperature
View Scheme
参考文献
Koshkin, Alexei A.; Singh, Sanjay K.; Nielsen, Poul; Rajwanshi, Vivek K.; Kumar, Ravindra; Meldgaard, Michael; Olsen, Carl Erik; Wengel, Jesper
Tetrahedron, 1998 , vol. 54, # 14 p. 3607 - 3630