(2'R)-N-苯甲酰基-2'-脱氧-2'-氟-2'-甲基胞苷 3',5'-二苯甲酸酯合成路线 （共 18 条）
反应条件
1: With sodium methylate in methanol T=60°C; 4 h; 2: With 2-methyl propanoic acid in methanol
参考文献
Carr, Robert; Hildbrand, Stefan; Hodges, Mark L.; Kammerer, Michael; Lang, John F.; Lawrimore, III, William J.; Nguyen, Dieu
Patent: US2013/324709 A1, 2013 ;
Location in patent: Paragraph 0053; 0054 ;
反应条件
1: 87 percent / aq. HOAc / 12 h / Heating 2: 100 percent / NH3 / methanol / 20 °C View Scheme
参考文献
Clark, Jeremy L.; Hollecker, Laurent; Mason, J. Christian; Stuyver, Lieven J.; Tharnish, Phillip M.; Lostia, Stefania; McBrayer, Tamara R.; Schinazi, Raymond F.; Watanabe, Kyoichi A.; Otto, Michael J.; Furman, Phillip A.; Stec, Wojciech J.; Patterson, Steven E.; Pankiewicz, Krzysztof W.
Journal of Medicinal Chemistry, 2005 , vol. 48, # 17 p. 5504 - 5508
反应条件
1: With tin(IV) chloride in chlorobenzene
T=70°C; 10 h;
2: With water; sodium hydrogencarbonate in dichloromethane; chlorobenzene
T=10 - 45°C; 0.5 h;
参考文献
PHARMASSET, INC.; F. HOFFMANN LA-ROCHE AG
Patent: WO2008/45419 A1, 2008 ;
Location in patent: Page/Page column 9-11 ;
反应条件
pyridine
T=0°C; 1.66667 h; Inert atmosphere;
参考文献
PHARMASSET, INC.
Patent: US2010/16251 A1, 2010 ;
Location in patent: Page/Page column 35 ;
反应条件
diethylamino-sulfur trifluoride
T=-20°C; 1 h; Inert atmosphere;
参考文献
GILEAD SCIENCES, INC.; Delaney, William E.; Link, John O.; Mo, Hongmei; Oldach, David W.; Ray, Adrian S.; Watkins, William J.; Yang, Cheng Yong; Zhong, Weidong
Patent: US2013/273005 A1, 2013 ;
Location in patent: Paragraph 0360 ;
反应条件
4,4'-diaminostilbene-2,2'-disulfonic acid in toluene
T=-20 - 20°C; 1 h;
参考文献
Clark, Jeremy L.; Hollecker, Laurent; Mason, J. Christian; Stuyver, Lieven J.; Tharnish, Phillip M.; Lostia, Stefania; McBrayer, Tamara R.; Schinazi, Raymond F.; Watanabe, Kyoichi A.; Otto, Michael J.; Furman, Phillip A.; Stec, Wojciech J.; Patterson, Steven E.; Pankiewicz, Krzysztof W.
Journal of Medicinal Chemistry, 2005 , vol. 48, # 17 p. 5504 - 5508
反应条件
tin(IV) chloride in acetonitrile
T=50 - 55°C; Vorbrueggen condensation; 4 h;
参考文献
Clark, Jeremy L.; Mason, J. Christian; Hobbs, Ann J.; Hollecker, Laurent; Schinazi, Raymond F.
Journal of Carbohydrate Chemistry, 2006 , vol. 25, # 6 p. 461 - 470
反应条件
tin(IV) chloride in chlorobenzene
T=20 - 70°C; 21 h; Inert atmosphere;
参考文献
Wang, Peiyuan; Chun, Byoung-Kwon; Rachakonda, Suguna; Du, Jinfa; Khan, Noshena; Shi, Junxing; Stec, Wojciech; Cleary, Darryl; Ross, Bruce S.; Sofia, Michael J.
Journal of Organic Chemistry, 2009 , vol. 74, # 17 p. 6819 - 6824
反应条件
1: cyclohexene / palladium on carbon / ethanol; ethyl acetate / Heating
2: 0.350 g / pyridine / 20 °C
3: 52.1 percent / formic acid / H2O / 48 h / 60 - 70 °C
4: 88.7 percent / triethylamine / CH2Cl2 / 20 °C
5: 37 percent / tin(IV) chloride / acetonitrile / 4 h / 50 - 55 °C
View Scheme
参考文献
Clark, Jeremy L.; Mason, J. Christian; Hobbs, Ann J.; Hollecker, Laurent; Schinazi, Raymond F.
Journal of Carbohydrate Chemistry, 2006 , vol. 25, # 6 p. 461 - 470
反应条件
1: 19.3 percent / (diethylamino)sulfur trifluoride / CH2Cl2 / 20 °C
2: cyclohexene / palladium on carbon / ethanol; ethyl acetate / Heating
3: 0.350 g / pyridine / 20 °C
4: 52.1 percent / formic acid / H2O / 48 h / 60 - 70 °C
5: 88.7 percent / triethylamine / CH2Cl2 / 20 °C
6: 37 percent / tin(IV) chloride / acetonitrile / 4 h / 50 - 55 °C
View Scheme
参考文献
Clark, Jeremy L.; Mason, J. Christian; Hobbs, Ann J.; Hollecker, Laurent; Schinazi, Raymond F.
Journal of Carbohydrate Chemistry, 2006 , vol. 25, # 6 p. 461 - 470
