4-(3-乙氧基-3-氧代-1-丙炔-1-基)-4-羟基-1-哌啶羧酸 1,1-二甲基乙酯合成路线 （共 6 条）
反应条件
1: H2 / Pd/C / ethanol 2: p-TsOH / toluene / 3 h / Heating View Scheme
参考文献
Cooper, Laura C.; Carlson, Emma J.; Castro, Jose L.; Chicchi, Gary G.; Dinnell, Kevin; Di Salvo, Jerry; Elliott, Jason M.; Hollingworth, Gregory J.; Kurtz, Marc M.; Ridgill, Mark P.; Rycroft, Wayne; Tsao, Kwei-Lan; Swain, Christopher J.
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 13 p. 1759 - 1762
反应条件
1: H2 / Pd/C / ethanol 2: p-TsOH / toluene / 3 h / Heating 3: DIBAL-H / CH2Cl2 / 5 h / -78 - 0 °C 4: PPh3; diethyl azodicarboxylate / tetrahydrofuran / 16 h / 0 - 20 °C 5: AcCl; MeOH / 16 h / 0 - 20 °C View Scheme
参考文献
Cooper, Laura C.; Carlson, Emma J.; Castro, Jose L.; Chicchi, Gary G.; Dinnell, Kevin; Di Salvo, Jerry; Elliott, Jason M.; Hollingworth, Gregory J.; Kurtz, Marc M.; Ridgill, Mark P.; Rycroft, Wayne; Tsao, Kwei-Lan; Swain, Christopher J.
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 13 p. 1759 - 1762
反应条件
1: H2 / Pd/C / ethanol 2: p-TsOH / toluene / 3 h / Heating 3: AcCl; MeOH / 16 h / 0 - 20 °C View Scheme
参考文献
Cooper, Laura C.; Carlson, Emma J.; Castro, Jose L.; Chicchi, Gary G.; Dinnell, Kevin; Di Salvo, Jerry; Elliott, Jason M.; Hollingworth, Gregory J.; Kurtz, Marc M.; Ridgill, Mark P.; Rycroft, Wayne; Tsao, Kwei-Lan; Swain, Christopher J.
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 13 p. 1759 - 1762
反应条件
1: propynoic acid ethyl ester With n-butyllithium in tetrahydrofuran
T=-78°C;
2: tert-butyl 4-oxo-piperidine-1-carboxylate in tetrahydrofuran
T=-78°C; 1 h;
参考文献
Cooper, Laura C.; Carlson, Emma J.; Castro, Jose L.; Chicchi, Gary G.; Dinnell, Kevin; Di Salvo, Jerry; Elliott, Jason M.; Hollingworth, Gregory J.; Kurtz, Marc M.; Ridgill, Mark P.; Rycroft, Wayne; Tsao, Kwei-Lan; Swain, Christopher J.
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 13 p. 1759 - 1762
反应条件
1: H2 / Pd/C / ethanol
2: p-TsOH / toluene / 3 h / Heating
3: DIBAL-H / CH2Cl2 / 5 h / -78 - 0 °C
View Scheme
参考文献
Cooper, Laura C.; Carlson, Emma J.; Castro, Jose L.; Chicchi, Gary G.; Dinnell, Kevin; Di Salvo, Jerry; Elliott, Jason M.; Hollingworth, Gregory J.; Kurtz, Marc M.; Ridgill, Mark P.; Rycroft, Wayne; Tsao, Kwei-Lan; Swain, Christopher J.
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 13 p. 1759 - 1762
反应条件
hydrogen; palladium on activated charcoal in ethanol
参考文献
MERCK SHARP and DOHME LIMITED
Patent: WO2004/78750 A1, 2004 ;
Location in patent: Page 79 ;
WO 2004/078750 A1
