(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: 87.7 percent / Et3N / CH2Cl2; tetrahydrofuran / 43 h / Ambient temperature 2: 41.7 percent / triphenylphosphine, DEAD / tetrahydrofuran / 21.6 h / Ambient temperature 3: 97.3 percent / ammonia / methanol / 60 h / 85 - 87 °C 4: 0.19 percent / trifluoroacetic acid / 1.25 h / 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
lithium borohydride in tetrahydrofuran
T=20°C; 4 h; Inert atmosphere;
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
反应条件
lithium borohydride in tetrahydrofuran
T=0 - 20°C; Inert atmosphere;
参考文献
Watanabe, Akiko; Kiyota, Naotoshi; Yamasaki, Tetsuo; Tanda, Kazuhiro; Miyagoe, Tatsunori; Sakamoto, Masanori; Otsuka, Masami
Journal of Heterocyclic Chemistry, 2011 , vol. 48, # 5 p. 1132 - 1139
反应条件
lithium borohydride in tetrahydrofuran
Ambient temperature;
参考文献
Peterson, Mark L.; Vince, Robert
Journal of Medicinal Chemistry, 1991 , vol. 34, # 9 p. 2787 - 2797
反应条件
lithium borohydride in tetrahydrofuran
T=0 - 20°C; Inert atmosphere;
参考文献
Watanabe, Akiko; Kiyota, Naotoshi; Yamasaki, Tetsuo; Tanda, Kazuhiro; Miyagoe, Tatsunori; Sakamoto, Masanori; Otsuka, Masami
Journal of Heterocyclic Chemistry, 2011 , vol. 48, # 5 p. 1132 - 1139
反应条件
lithium borohydride in tetrahydrofuran
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: 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: 77 percent / HCl (gas) / 5 h / Heating
2: 87 percent / Et3N / dioxane; H2O / 15 h / 50 °C
3: 89 percent / pyridine / 1.) 0 deg C, 1 h, 2.) room temperature, 48 h
4: 1.) Et4NOAc*4H2O, 2.) 1 N NaOH / 1.) benzene, reflux, 1.5 h, 2.) MeOH, 0 deg C
5: 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.) acetic anhydride, 2.) 2N HCl / 1.) glacial acetic acid, reflux, 5.5 h, 2.) reflux, 3 h
2: 77 percent / HCl (gas) / 5 h / Heating
3: 87 percent / Et3N / dioxane; H2O / 15 h / 50 °C
4: 89 percent / pyridine / 1.) 0 deg C, 1 h, 2.) room temperature, 48 h
5: 1.) Et4NOAc*4H2O, 2.) 1 N NaOH / 1.) benzene, reflux, 1.5 h, 2.) MeOH, 0 deg C
6: 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: 92.4 percent / dioxane; diethyl ether / 0.25 h / 5 °C
2: 93.9 percent / Ph3P, DEAD / tetrahydrofuran / 42 h / Ambient temperature
3: 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
