甲基-2,3-O-异亚丙基-beta-D-呋喃核糖苷合成路线 （共 77 条）
反应条件
1: 92 percent / pyridine / 5 h / 20 °C 2: 87 percent / Dowex 50H+ / methanol / 48 h / 60 °C 3: 89 percent / DMAP; pyridine / 50 °C 4: 95 percent / AcOH; H2SO4 / 0.5 h / 20 °C 5: 69 percent / stannic chloride / CH2Cl2 / 3 h / Heating 6: 71 percent / triethylamine / methanol / 2 h / 20 °C 7: 74 percent / bromotrichloromethane; 1,8-diazabicyclo[5.4.0]-undec-7-ene / CH2Cl2 / 16 h / 0 °C 8: 85 percent / NH3 / methanol / 24 h / 20 °C View Scheme
参考文献
Kim, Myong Jung; Jeong, Lak Shin; Kim, Joong Hyup; Shin, Ji Hye; Chung, Soon Yong; Lee, Sang Kook; Chun, Moon Woo
Nucleosides, Nucleotides and Nucleic Acids, 2004 , vol. 23, # 4 p. 715 - 724
反应条件
1.1: 50 percent / pyridine / CH2Cl2 / 4 h / 0 °C 2.1: 95 percent / Li(tBuO)3AlH / tetrahydrofuran / 1 h / 0 °C 3.1: H2SO4 (0.04N) / 3 h / 80 - 90 °C 3.2: pyridine / 16 h / 20 °C View Scheme
参考文献
Sairam, Pothukuchi; Puranik, Ramachandra; Sreenivasa Rao, Bhatraju; Veerabhadra Swamy, Ponnapalli; Chandra, Sharad
Carbohydrate Research, 2003 , vol. 338, # 4 p. 303 - 306
反应条件
1: 92 percent / pyridine / 5 h / 20 °C 2: 87 percent / Dowex 50H+ / methanol / 48 h / 60 °C 3: 89 percent / DMAP; pyridine / 50 °C 4: 95 percent / AcOH; H2SO4 / 0.5 h / 20 °C View Scheme
参考文献
Kim, Myong Jung; Jeong, Lak Shin; Kim, Joong Hyup; Shin, Ji Hye; Chung, Soon Yong; Lee, Sang Kook; Chun, Moon Woo
Nucleosides, Nucleotides and Nucleic Acids, 2004 , vol. 23, # 4 p. 715 - 724
反应条件
1: 85 percent / Ph3P, Br2 / CH2Cl2 / 1.) 5-8 deg C, 60 min; 2.) reflux, 4 h; 3.) 20-24 deg C, 14 h 2: 90 percent / KOH, H2 / 5percent Pd/C / methanol / 15 h / Ambient temperature 3: 1N HCl / H2O / 2 h / 110 °C 4: pyridine / 20 h / 20 °C View Scheme
参考文献
Kiss; D'Souza; Van Koeveringe; Arnold
Helvetica Chimica Acta, 1982 , vol. 65, # 5 p. 1522 - 1537
反应条件
1: 87 percent / aqueous 50percent sodium hydroxide, tetrabutylammonium bromide / H2O / 6 h 2: 100 percent / aqueous 50percent trifluoroacetic acide / H2O; methanol / 8 h / Heating 3: 58 percent / pulverized potassium hydroxide / dimethylsulfoxide / Ambient temperature 4: 86 percent / 2M hydrochloric acid / dioxane / 8 h / Heating 5: 95 percent / sodium borohydride / ethanol / 2 h / Ambient temperature 6: 19 percent / aqueous 5percent sodium hydroxide, tetrabutylammonium bromide / CH2Cl2 / 16 h / Heating View Scheme
参考文献
Chan; Just
Tetrahedron, 1990 , vol. 46, # 1 p. 151 - 162
反应条件
1: 85 percent / Ph3P, Br2 / CH2Cl2 / 1.) 5-8 deg C, 60 min; 2.) reflux, 4 h; 3.) 20-24 deg C, 14 h 2: 90 percent / KOH, H2 / 5percent Pd/C / methanol / 15 h / Ambient temperature 3: 1N HCl / H2O / 2 h / 110 °C 4: pyridine / 20 h / 20 °C 5: 65 percent / CF3SO2OSiMe3, hexamethyldisilazane / CH2Cl2 / 20 h / Ambient temperature 6: 97 percent / CH3ONa / methanol / Ambient temperature View Scheme
参考文献
Kiss; D'Souza; Van Koeveringe; Arnold
Helvetica Chimica Acta, 1982 , vol. 65, # 5 p. 1522 - 1537
反应条件
1.1: triphenylphosphine; imidazole; I2 / toluene / Heating 1.2: 85 percent / Zn / methanol / Heating 2.1: 84 percent / tetrahydrofuran / -78 °C 3.1: Grubbs first generation catalyst / CH2Cl2 / 4 h / 20 °C 3.2: 87 percent / PCC / CH2Cl2 / 12 h View Scheme
参考文献
Smith III, Amos B.; Han, Qiang; Breslin, Paul A. S.; Beauchamp, Gary K.
Organic Letters, 2005 , vol. 7, # 22 p. 5075 - 5078
反应条件
1: 85 percent / pyridine; CH2Cl2 / Ambient temperature 2: 67 percent / LiAlH4 / diethyl ether; benzene / 18 h / Heating 3: 68 percent / 0.1percent H2SO4 / H2O / 3 h / Heating View Scheme
参考文献
Snyder. Joseph R.; Serianni, Anthony S.
Carbohydrate Research, 1987 , vol. 163, p. 169 - 188
反应条件
1: pyridine / 24 h / 20 °C 2: sodium iodide / butanone / 24 h / 120 °C 3: zinc / ethanol / 1 h / 70 °C 4: sodium carbonate / ethanol / 1 h / 50 °C 5: N,N-dimethyl-formamide; toluene / 5 h / 110 °C 6: palladium 10 on activated carbon; hydrogen / methanol / 14 h / 20 °C View Scheme
参考文献
LEK PHARMACEUTICALS D.D.; MARAS, Nenad; GAZIC SMILOVIC, Ivana; STERK, Damjan
Patent: WO2013/92900 A1, 2013 ;
反应条件
1: 92 percent / pyridine / 5 h / 20 °C 2: 87 percent / Dowex 50H+ / methanol / 48 h / 60 °C 3: 89 percent / DMAP; pyridine / 50 °C 4: 95 percent / AcOH; H2SO4 / 0.5 h / 20 °C 5: 69 percent / stannic chloride / CH2Cl2 / 3 h / Heating View Scheme
参考文献
Nucleosides, Nucleotides and Nucleic Acids, , vol. 23, # 4 p. 715 - 724
