(3aR,4R,5R,6aS)-六氢-4-[(1E,3S)-3-羟基-5-苯基-1-戊烯-1-基]-2-氧代-2H-环戊[b]呋喃-5-基酯[1,1'-联苯]-4-羧酸合成路线 (共 6 条)
反应条件
methanol; potassium carbonate
参考文献
Stjernschantz, Johan; Resul, Bahram
Patent: US2006/41016 A1, 2006 ;
Location in patent: Page/Page column 4 ;
反应条件
1: 65 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h 2: 83.6 percent / K2CO3 / methanol / 6 h / Ambient temperature 3: 83 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C View Scheme
参考文献
Resul, Bahram; Stjernschantz, Johan; No, Kiyo; Liljebris, Charlotta; Selen, Goeran; et al.
Journal of Medicinal Chemistry, 1993 , vol. 36, # 2 p. 243 - 248
反应条件
1: 65 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h 2: 83.6 percent / K2CO3 / methanol / 6 h / Ambient temperature View Scheme
参考文献
Resul, Bahram; Stjernschantz, Johan; No, Kiyo; Liljebris, Charlotta; Selen, Goeran; et al.
Journal of Medicinal Chemistry, 1993 , vol. 36, # 2 p. 243 - 248
反应条件
1.1: diisobutylaluminium hydride / hexane; tetrahydrofuran / -85 - -65 °C 2.1: potassium carbonate / methanol / 35 - 45 °C 3.1: potassium tert-butylate / tetrahydrofuran / -15 - -10 °C 4.1: triethylamine; DMEG / tetrahydrofuran / 0.17 h / 30 °C 4.2: 2 h / 30 - 70 °C View Scheme
参考文献
CHINOIN Zrt.; HAVASI, Gabor; KISS, Tibor; HORTOBAGYI, Iren; KARDOS, Zsuzsanna; LASZLOFI, Istvan; BISCHOF, Zoltan; BODIS, Adam
Patent: WO2012/164324 A1, 2012 ;
反应条件
1H-imidazole in dichloromethane
1 - 2 h; Heating / reflux; Product distribution / selectivity;
参考文献
Gutman, Arie; Rukhman, Igor; Tishin, Boris; Yudovich, Lev; Vilensky, Alexander; Pertsikov, Boris; Nisnevich, Gennady
Patent: US2009/163596 A1, 2009 ;
Location in patent: Page/Page column 11-13 ;
反应条件
1: 65 percent / H2, 1 M NaOH / 10percent Pd/C / ethanol / 6 h
2: 83.6 percent / K2CO3 / methanol / 6 h / Ambient temperature
3: 83 percent / diisobutylaluminium hydride (DIBAL) / toluene; tetrahydrofuran / 1 h / -80 - -72 °C
4: 1.) t-BuOK / 1.) THF, RT, 30 min, 2.) THF, -15 to -10 deg C, 4 h
View Scheme
参考文献
Resul, Bahram; Stjernschantz, Johan; No, Kiyo; Liljebris, Charlotta; Selen, Goeran; et al.
Journal of Medicinal Chemistry, 1993 , vol. 36, # 2 p. 243 - 248