1-苯基-1,2,3,4-四氢异喹啉合成路线 （共 79 条）
反应条件
1: (3R)-3-hydroxy-1-azabicyclo[2.2.2]octane With sodium methylate in toluene T=5°C; Inert atmosphereReflux; 2: (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline in N,N-dimethyl-formamide; toluene T=60°C; Reflux;
参考文献
CADILA HEALTHCARE LIMITED; KOTHARI, Himanshu M.; DAVE, Mayank Ghanshyambhai; PANDEY, Bipin
Patent: WO2011/48607 A1, 2011 ;
Location in patent: Page/Page column 16 ;
反应条件
1: (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline; 1,1'-carbonyldiimidazole in toluene T=20°C; 2.75 h; 2: (3R)-3-hydroxy-1-azabicyclo[2.2.2]octane With sodium hydride in N,N-dimethyl-formamide; toluene T=20 - 85°C;
参考文献
Koltai, Tamas; Nidam, Tamar; Gilboa, Eyal; Perlman, Nurit; Pinhasov, Michael; Abramov, Mili
Patent: US2008/114028 A1, 2008 ;
Location in patent: Page/Page column 9 ;
反应条件
1: chloroformic acid ethyl ester; (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline With potassium carbonate in water; toluene T=10 - 25°C; 2 h; 2: sodium ethanolate; (3R)-3-hydroxy-1-azabicyclo[2.2.2]octane in N,N-dimethyl-formamide; toluene T=20°C; 8 h; 3: With hydrogenchloride; potassium carbonate more than 3 stages;
参考文献
Astellas Pharma Inc.
Patent: EP1726304 A1, 2006 ;
Location in patent: Page/Page column 6 ;
反应条件
1: 100 percent / K2CO3 / CH2Cl2 / 20 °C 2: 89 percent / NaH / toluene / 3 h / Heating View Scheme
参考文献
Ghislieri, Diego; Green, Anthony P.; Pontini, Marta; Willies, Simon C.; Rowles, Ian; Frank, Annika; Grogan, Gideon; Turner, Nicholas J.
Journal of the American Chemical Society, 2013 , vol. 135, # 29 p. 10863 - 10869
反应条件
1: 2-chloroethoxycarbonyl chloride; (3R)-3-hydroxy-1-azabicyclo[2.2.2]octane With N-ethyl-N,N-diisopropylamine in tetrahydrofuran T=0 - 20°C; 2: (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline in tetrahydrofuran T=20°C; 16 h; Product distribution / selectivity;
参考文献
TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.
Patent: WO2007/76116 A2, 2007 ;
Location in patent: Page/Page column 14 ;
反应条件
in N,N-dimethyl-formamide T=25 - 30°C; Product distribution / selectivity;
参考文献
MEGAFINE PHARMA(P) LTD.; MATHAD, Vijayvitthal, Thippannachar; NIPHADE, Navnath, Chintaman; MALI, Anil, Chaturlal; JAGTAP, Kunal, Madhav; PANDIT, Bhushan, Sudhakar; KUMAR, P., Raghvendra; LANDGE, Shashikant, Baburao
Patent: WO2010/103529 A1, 2010 ;
Location in patent: Page/Page column 28-29 ;
反应条件
1: 3(R)-hydroxy-1-azabicyclo[2.2.2]octane With bis-p-nitrophenyl carbonate in N,N-dimethyl-formamide T=25 - 30°C; 2: (S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline in N,N-dimethyl-formamide T=25 - 30°C; 3 h;
参考文献
Niphade, Navnath C.; Jagtap, Kunal M.; Mali, Anil C.; Solanki, Pavankumar V.; Jachak, Madhukar N.; Mathad, Vijayavitthal T.
Monatshefte fur Chemie, 2011 , vol. 142, # 11 p. 1181 - 1186
反应条件
1: 3(R)-hydroxy-1-azabicyclo[2.2.2]octane With bis-p-nitrophenyl carbonate in N,N-dimethyl-formamide T=25 - 30°C; 2: 1-phenyl-1,2,3,4-tetrahydroisoquinoline in N,N-dimethyl-formamide T=25 - 30°C; 3 h;
参考文献
Niphade, Navnath C.; Jagtap, Kunal M.; Mali, Anil C.; Solanki, Pavankumar V.; Jachak, Madhukar N.; Mathad, Vijayavitthal T.
Monatshefte fur Chemie, 2011 , vol. 142, # 11 p. 1181 - 1186
反应条件
1: triethylamine / toluene / 1 h / 5 - 30 °C 2: sodium hydride / toluene; mineral oil / 24 h / 25 - 30 °C / Inert atmosphere; Reflux View Scheme
参考文献
AUROBINDO PHARMA LIMITED; KAMAT, Anand, Gopalkrishna; KOILPILLAI, Joseph, Prabahar; GANALA, Naga, Trinadhachari; UPPUTURI, Venkata, Lakshmi; BODDU, Venkata, Balaji; MEENAKSHISUNDERAM, Sivakumaran
Patent: WO2012/1481 A1, 2012 ;
反应条件
sulfur in pyridine 1.) 3 h, 100 deg C, 2.) 12 h, r.t.;
参考文献
Ajzert, Ilona K.; Takacs, Kalman
Liebigs Annalen der Chemie, 1987 , p. 1061 - 1064
