(3R,4S)-1-(4-氟苯基)-2-氧代-4-[4-(苄氧基)苯基]-3-氮杂环丁烷丙酸合成路线 （共 10 条）
反应条件
1: With potassium hydroxide; tert-butyl alcohol in tetrahydrofuran T=20°C; 1.5 - 2 h; 2: With hydrogenchloride; water in tetrahydrofuran; ethyl acetate; tert-butyl alcohol Product distribution / selectivity;
参考文献
KRKA
Patent: EP1953140 A1, 2008 ;
Location in patent: Page/Page column 16-17 ;
反应条件
1: With lithium hydroxide; water in tetrahydrofuran T=20°C; 2: With hydrogenchloride; water in ethyl acetate
参考文献
WO2008/96372 A2, ;
Page/Page column 19 ;
反应条件
1: (nBu)3N / heptane; toluene / 80 - 90 °C 2: LiOH*H2O / methanol / 2 h 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
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
1: oxalyl chloride / CH2Cl2 / 16 h / 22 °C 2: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C 3: BH3*Me2S / tetrahydrofuran / 3 h / 22 °C 4: H2 / 10percent Pd/C / ethanol / 16 h / 3102.9 Torr View Scheme
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
1: oxalyl chloride / CH2Cl2 / 16 h / 22 °C 2: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C 3: BH3*Me2S / tetrahydrofuran / 3 h / 22 °C 4: H2 / 10percent Pd/C / ethanol / 16 h / 3102.9 Torr 5: 0.260 g / pyridine / CH2Cl2 / 1 h / 22 °C View Scheme
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
1: oxalyl chloride / CH2Cl2 / 16 h / 22 °C 2: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C 3: H2 / 10percent Pd/C / ethanol / 12 h / 3102.9 Torr View Scheme
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
1: oxalyl chloride / CH2Cl2 / 16 h / 22 °C 2: (Ph3P)4Pd / tetrahydrofuran / 1 h / 10 °C View Scheme
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
1: (3R,4S)-1-(4-fluorophenyl)-3-(3-hydroxy-3-oxopropyl)-4-(4-benzyloxyphenyl)-2-azetidinone With oxalyl dichloride; N,N-dimethyl-formamide in dichloromethane T=20°C; Negishi coupling reaction; 2: 4-fluorophenyl-ZnCl With palladium diacetate in tetrahydrofuran; toluene T=10 - 11°C; Negishi coupling reaction; 0.333333 h;
参考文献
Sasikala; Padi, Pratap Reddy; Sunkara, Vishnuvardhan; Ramayya, Pattabhi; Dubey; Uppala, Venkata Bhaskar Rao; Praveen, Cherukupally
Organic Process Research and Development, 2009 , vol. 13, # 5 p. 907 - 910
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 4: H2 / 10percent Pd/C / ethanol / 16 h / 3102.9 Torr View Scheme
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
