(2R,4S)-4-羟基-2-(羟甲基)-1-吡咯烷羧酸叔丁酯合成路线 （共 22 条）
反应条件
1: 93.9 percent / Ph3P, DEAD / tetrahydrofuran / 42 h / Ambient temperature
2: 97.4 percent / LiBH4 / tetrahydrofuran / Ambient temperature
View Scheme
参考文献
Peterson, Mark L.; Vince, Robert
Journal of Medicinal Chemistry, 1991 , vol. 34, # 9 p. 2787 - 2797
反应条件
1: 82.5 percent / aq. NaOH / tetrahydrofuran / Ambient temperature
2: 92.4 percent / dioxane; diethyl ether / 0.25 h / 5 °C
3: 93.9 percent / Ph3P, DEAD / tetrahydrofuran / 42 h / Ambient temperature
4: 97.4 percent / LiBH4 / tetrahydrofuran / Ambient temperature
View Scheme
参考文献
Peterson, Mark L.; Vince, Robert
Journal of Medicinal Chemistry, 1991 , vol. 34, # 9 p. 2787 - 2797
反应条件
1: 87 percent / Et3N / dioxane; H2O / 15 h / 50 °C
2: 89 percent / pyridine / 1.) 0 deg C, 1 h, 2.) room temperature, 48 h
3: 1.) Et4NOAc*4H2O, 2.) 1 N NaOH / 1.) benzene, reflux, 1.5 h, 2.) MeOH, 0 deg C
4: 45 percent / LiBH4 / tetrahydrofuran
View Scheme
参考文献
Baker, Gregory L.; Fritschel, Scott J.; Stille, John R.; Stille, John K.
Journal of Organic Chemistry, 1981 , vol. 46, # 14 p. 2954 - 2960
反应条件
1: 87 percent / Et3N / dioxane; H2O / 15 h / 50 °C
2: 89 percent / pyridine / 1.) 0 deg C, 1 h, 2.) room temperature, 48 h
3: 1.) Et4NOAc*4H2O, 2.) 1 N NaOH / 1.) benzene, reflux, 1.5 h, 2.) MeOH, 0 deg C
4: 45 percent / LiBH4 / tetrahydrofuran
View Scheme
参考文献
Baker, Gregory L.; Fritschel, Scott J.; Stille, John R.; Stille, John K.
Journal of Organic Chemistry, 1981 , vol. 46, # 14 p. 2954 - 2960
反应条件
1: 1.) Et4NOAc*4H2O, 2.) 1 N NaOH / 1.) benzene, reflux, 1.5 h, 2.) MeOH, 0 deg C
2: 45 percent / LiBH4 / tetrahydrofuran
View Scheme
参考文献
Baker, Gregory L.; Fritschel, Scott J.; Stille, John R.; Stille, John K.
Journal of Organic Chemistry, 1981 , vol. 46, # 14 p. 2954 - 2960
反应条件
1: 57 percent / HCl / Heating
2: 81 percent / Et3N / H2O; dioxane
3: 45 percent / LiBH4 / tetrahydrofuran
View Scheme
参考文献
Baker, Gregory L.; Fritschel, Scott J.; Stille, John R.; Stille, John K.
Journal of Organic Chemistry, 1981 , vol. 46, # 14 p. 2954 - 2960
反应条件
1: 81 percent / Et3N / H2O; dioxane
2: 45 percent / LiBH4 / tetrahydrofuran
View Scheme
参考文献
Baker, Gregory L.; Fritschel, Scott J.; Stille, John R.; Stille, John K.
Journal of Organic Chemistry, 1981 , vol. 46, # 14 p. 2954 - 2960
反应条件
1: sodium hydrogencarbonate / 1,4-dioxane; water / 0 - 20 °C
2: triethylamine / dichloromethane / 0.67 h / -30 °C / |Inert atmosphere
3: tetrabutylammomium bromide; sodium tetrahydroborate / water; dichloromethane / 2 h / -10 - 0 °C
View Scheme
参考文献
Fransson, Rebecca; McCracken, Alison N.; Chen, Bin; McMonigle, Ryan J.; Edinger, Aimee L.; Hanessian, Stephen
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 10 p. 969 - 973
反应条件
1: triethylamine / dichloromethane / 0.67 h / -30 °C / |Inert atmosphere
2: tetrabutylammomium bromide; sodium tetrahydroborate / water; dichloromethane / 2 h / -10 - 0 °C
View Scheme
参考文献
Fransson, Rebecca; McCracken, Alison N.; Chen, Bin; McMonigle, Ryan J.; Edinger, Aimee L.; Hanessian, Stephen
ACS Medicinal Chemistry Letters, 2013 , vol. 4, # 10 p. 969 - 973
反应条件
1: sodium hydrogencarbonate / methanol / 20 °C / |Inert atmosphere
2: lithium borohydride / tetrahydrofuran / 4 h / 20 °C / |Inert atmosphere
View Scheme
参考文献
Jing, Qing; Li, Huiying; Roman, Linda J.; Martasek, Pavel; Poulos, Thomas L.; Silverman, Richard B.
ACS Medicinal Chemistry Letters, 2014 , vol. 5, # 1 p. 56 - 60
