(S)-1-(2-氨基-5-氯苯基)-1-三氟甲基-3-环丙基-2-丙炔-1-醇合成路线 （共 28 条）
反应条件
1: With (1R,2S)-N-pyrrolidinyl norephedrine; diphenyl-phenyl carbinol; dimethyl zinc in toluene T=20°C; 9 h; 2: With citric acid in water; toluene Product distribution / selectivity;
参考文献
EP1017666 B1, ;
Page/Page column 6; 11 ;
反应条件
1: triethylamine; zinc(II) chloride / toluene / 17 h / 20 °C / Inert atmosphere 2: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere 3: (9R)-1-[3,5-bis(trifluoromethyl)benzyl]cinchonan-1-ium-9-ol bromide; tetramethyl-ammonium fluoride / dichloromethane; toluene / 2 h / -40 °C / Inert atmosphere 4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere 5: iron; acetic acid / tetrahydrofuran; methanol / 5 h / 20 °C / Inert atmosphere View Scheme
参考文献
European Journal of Organic Chemistry, , # 30 p. 5959 - 5961
反应条件
1: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere 2: (9R)-1-[3,5-bis(trifluoromethyl)benzyl]cinchonan-1-ium-9-ol bromide; tetramethyl-ammonium fluoride / dichloromethane; toluene / 2 h / -40 °C / Inert atmosphere 3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere 4: iron; acetic acid / tetrahydrofuran; methanol / 5 h / 20 °C / Inert atmosphere View Scheme
参考文献
European Journal of Organic Chemistry, , # 30 p. 5959 - 5961
反应条件
1: (9R)-1-[3,5-bis(trifluoromethyl)benzyl]cinchonan-1-ium-9-ol bromide; tetramethyl-ammonium fluoride / dichloromethane; toluene / 2 h / -40 °C / Inert atmosphere 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere 3: iron; acetic acid / tetrahydrofuran; methanol / 5 h / 20 °C / Inert atmosphere View Scheme
参考文献
European Journal of Organic Chemistry, , # 30 p. 5959 - 5961
反应条件
1: triethylamine; zinc(II) chloride / toluene / 17 h / 20 °C / Inert atmosphere 2: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere 3: (9R)-1-[3,5-bis(trifluoromethyl)benzyl]cinchonan-1-ium-9-ol bromide; tetramethyl-ammonium fluoride / dichloromethane; toluene / 2 h / -40 °C / Inert atmosphere 4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere 5: iron; acetic acid / tetrahydrofuran; methanol / 5 h / 20 °C / Inert atmosphere View Scheme
参考文献
European Journal of Organic Chemistry, , # 30 p. 5959 - 5961
反应条件
potassium hydroxide T=20°C;
参考文献
Choudhury; Pierce; Confalone
Synthetic Communications, 2001 , vol. 31, # 23 p. 3707 - 3714
反应条件
1.1: diethylzinc; (1R,2S)-pyrrolidinyl-norephedrine / toluene; tetrahydrofuran / 1 h / 15 - 20 °C 1.2: 0 - 30 °C 2.1: sodium carbonate / ethyl acetate; n-heptane; water / 0.08 h / 15 °C / pH 9 View Scheme
反应条件
sodium carbonate in n-heptane; water; ethyl acetate T=8 - 15°C; 3.25 h;
参考文献
LONZA LTD; BRENNER, Meinrad; CARREIRA, Erick, M.; CHINKOV, Nicka; LORENZI, Miriam; WARM, Aleksander; ZIMMERMANN, Lothar
Patent: WO2012/48886 A1, 2012 ;
Location in patent: Page/Page column 34 ;
反应条件
1,8-diazabicyclo[5.4.0]undec-7-ene in tetrahydrofuran T=20 - 60°C; 2 h;
参考文献
LUPIN LIMITED
Patent: US2012/108809 A1, 2012 ;
Location in patent: Page/Page column 2-3 ;
反应条件
sodium hydrogencarbonate in ethylene glycol dimethyl ether; water T=-10 - 25°C; Inert atmosphere; Product distribution / selectivity;
参考文献
EMCURE PHARMACEUTICALS LIMITED; GURJAR, Mukund, Keshav; DESHMUKH, Abdulrakheeb, Abdulsubhan; DESHMUKH, Sanjay, Shankar; MEHTA, Satish, Ramanlal
Patent: WO2010/32259 A2, 2010 ;
Location in patent: Page/Page column 16; 17 ;
