(3R,4S)-1-(4-氟苯基)-3-[(3S)-3-(4-氟苯基)-3-羟基丙基]-4-[4-(苯甲氧基)苯基]-2-氮杂环丁酮合成路线 （共 37 条）
反应条件
methanesulfonic acid; dimethylsulfide borane complex; (R)-tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c]-[1,3,2]oxazaborole in tetrahydrofuran; methyl tertiarybutylether; toluene T=-25 - -20°C; 2.5 - 3.5 h; Product distribution / selectivity;
参考文献
TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.
Patent: WO2007/30721 A2, 2007 ;
Location in patent: Page/Page column 23; 24; 27 ;
反应条件
1: (4-fluoro-phenyl)-magnesium bromide With (R)-2,2'-dihydroxy-1,1'-binaphthyl; titanium(IV) isopropylate in tetrahydrofuran; diethyl ether T=0 - 25°C; 1.5 h; 2: 3-[(2S,3R)-2-(4-(benzyloxy)phenyl)-1-(4-fluorophenyl)-4-oxoazetidin-3- yl]propanal in tetrahydrofuran; diethyl ether T=-20 - 25°C; 3: With hydrogenchloride; water in tetrahydrofuran; diethyl ether T=0°C;
参考文献
WO2012/155932 A1, ;
Page/Page column 11 ;
反应条件
dimethylsulfide borane complex; (R)-tetrahydro-1-methyl-3,3-diphenyl-1H,3H-pyrrolo[1,2-c]-[1,3,2]oxazaborole in tetrahydrofuran T=-20°C; 1.5 h;
参考文献
WO2006/60461 A1, ;
Page/Page column 305 ;
WO 2006/060461 A1
反应条件
1: in tetrahydrofuran T=-20°C; 0.0833333 h; 2: With dimethylsulfide borane complex in tetrahydrofuran T=-20°C; 1.5 h;
参考文献
US2006/69080 A1, ;
Page/Page column 27 ;
反应条件
dimethylsulfide borane complex in tetrahydrofuran T=22°C; 3 h;
参考文献
Rosenblum, Stuart B.; Huynh, Tram; Afonso, Adriano; Davis Jr., Harry R.; Yumibe, Nathan; Clader, John W.; Burnett, Duane A.
Journal of Medicinal Chemistry, 1998 , vol. 41, # 6 p. 973 - 980
反应条件
hydrogenchloride in tetrahydrofuran
反应条件
1: (nBu)3N / heptane; toluene / 80 - 90 °C 2: LiOH*H2O / methanol / 2 h 3: oxalyl chloride / CH2Cl2 / 16 h / 22 °C 4: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C 5: BH3*Me2S / tetrahydrofuran / 3 h / 22 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 41, # 6 p. 973 - 980
反应条件
1: oxalyl chloride / CH2Cl2 / 16 h / 22 °C 2: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C 3: BH3*Me2S / tetrahydrofuran / 3 h / 22 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 41, # 6 p. 973 - 980
反应条件
1: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C 2: BH3*Me2S / tetrahydrofuran / 3 h / 22 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 41, # 6 p. 973 - 980
反应条件
1: LiOH*H2O / methanol / 2 h 2: oxalyl chloride / CH2Cl2 / 16 h / 22 °C 3: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C 4: BH3*Me2S / tetrahydrofuran / 3 h / 22 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 41, # 6 p. 973 - 980
