(2R)-2-脱氧-2-氟-2-甲基-尿苷合成路线 （共 8 条）
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
Journal of Medicinal Chemistry, , vol. 48, # 17 p. 5504 - 5508
反应条件
1: phenylphosphoric acid dichloride; alanine isopropyl ester hydrochloride With 1-methyl-1H-imidazole in dichloromethane T=-5 - 5°C; 1.5 h; 2: β-D-2'-deoxy-2'-α-F-2'-β-C-methyluridine in dichloromethane T=0 - 20°C; 5 h; ConcentrationTemperatureTime;
参考文献
WO2013/40492 A2, ;
Page/Page column 99-101 ;
反应条件
1: β-D-2'-deoxy-2'-α-F-2'-β-C-methyluridine With 1,1-dimethylethylmagnesium chloride in tetrahydrofuran T=20°C; 0.5 h; 2: 2(S)-[(2,3,4,5,6-pentafluoro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester in tetrahydrofuran T=20°C; 72 h;
参考文献
WO2010/135569 A1, ;
Page/Page column 53 ;
WO 2010/135569 A1
反应条件
1: β-D-2'-deoxy-2'-α-F-2'-β-C-methyluridine With 1,1-dimethylethylmagnesium chloride in tetrahydrofuran T=20 - 50°C; 21 h; 2: (S)-2-[(S)-(4-nitro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester in tetrahydrofuran T=20°C; 60.25 h;
参考文献
Ross, Bruce S.; Ganapati Reddy; Zhang, Hai-Ren; Rachakonda, Suguna; Sofia, Michael J.
Journal of Organic Chemistry, 2011 , vol. 76, # 20 p. 8311 - 8319
反应条件
1: β-D-2'-deoxy-2'-α-F-2'-β-C-methyluridine With 1,1-dimethylethylmagnesium chloride in tetrahydrofuran T=20°C; 0.5 h; 2: (S)-2-[(R)-(4-nitro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester; (S)-2-[(S)-(4-nitro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester in tetrahydrofuran T=20°C; 48 h;
参考文献
PHARMASSET, INC.; ROSS, Bruce, S.; SOFIA, Michael, Joseph; PAMULAPATI, Ganapati, Reddy; RACHAKONDA, Suguna; ZHANG, Hai-ren; CHUN, Byoung-kwon; WANG, Peiyuan
Patent: WO2010/135569 A1, 2010 ;
Location in patent: Page/Page column 47-48 ;
WO 2010/135569 A1
反应条件
1: β-D-2'-deoxy-2'-α-F-2'-β-C-methyluridine With 1,1-dimethylethylmagnesium chloride in tetrahydrofuran T=-5 - 20°C; 2: (S)-2-[(S)-(2,3,4,5,6-pentafluoro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester in tetrahydrofuran T=-5 - 5°C; optical yield given as percent de;
参考文献
Ross, Bruce S.; Ganapati Reddy; Zhang, Hai-Ren; Rachakonda, Suguna; Sofia, Michael J.
Journal of Organic Chemistry, 2011 , vol. 76, # 20 p. 8311 - 8319
反应条件
1: β-D-2'-deoxy-2'-α-F-2'-β-C-methyluridine With 1,1-dimethylethylmagnesium chloride in tetrahydrofuran T=20°C; 0.583333 h; 2: (S)-2-[(4-nitro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester in tetrahydrofuran T=20°C; optical yield given as percent de;
参考文献
Ross, Bruce S.; Ganapati Reddy; Zhang, Hai-Ren; Rachakonda, Suguna; Sofia, Michael J.
Journal of Organic Chemistry, 2011 , vol. 76, # 20 p. 8311 - 8319
反应条件
1.1: 1-methyl-1H-imidazole / dichloromethane / 1.5 h / -5 - 5 °C 1.2: 5 h / 0 - 20 °C 2.1: hydrogenchloride / water; di-isopropyl ether / 72 h / 22 °C View Scheme
参考文献
GILEAD SCIENCES, INC.; RAY, Adrian S.; WATKINS, William J.; LINK, John O.; OLDACH, David W.; DELANEY, IV, William E.
Patent: WO2013/40492 A2, 2013 ;
