3,6-二氢-1,3(2H)-吡啶二甲酸 1-叔丁酯 3-甲酯合成路线 （共 8 条）
反应条件
1: 70 percent / lithium borohydride; LiEt3BH / diethyl ether; tetrahydrofuran / 1 h / Heating 2: 70 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 20 °C 3: aq. KOH / 3 h / Heating View Scheme
参考文献
Jakobsen, Palle; Lundbeck, Jane M; Kristiansen, Marit; Breinholt, Jens; Demuth, Helle; Pawlas, Jan; Torres Candela, Maria P; Andersen, Birgitte; Westergaard, Niels; Lundgren, Karsten; Asano, Naoki
Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 3 p. 733 - 744
反应条件
lithium diisopropyl amide in tetrahydrofuran
T=-78°C; 0.0833333 h;
参考文献
Jakobsen, Palle; Lundbeck, Jane M; Kristiansen, Marit; Breinholt, Jens; Demuth, Helle; Pawlas, Jan; Torres Candela, Maria P; Andersen, Birgitte; Westergaard, Niels; Lundgren, Karsten; Asano, Naoki
Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 3 p. 733 - 744
反应条件
in methanol; dichloromethane
参考文献
Novo Nordisk A/S
Patent: US6046214 A1, 2000 ;
反应条件
1.1: α-chloroethyl chloroformiate / toluene / 3 h / Heating
1.2: 95 percent / methanol / 20 °C
2.1: 94 percent / Et3N / methanol / 0.5 h / 60 °C
3.1: 97 percent / LDA / tetrahydrofuran / 0.08 h / -78 °C
View Scheme
参考文献
Jakobsen, Palle; Lundbeck, Jane M; Kristiansen, Marit; Breinholt, Jens; Demuth, Helle; Pawlas, Jan; Torres Candela, Maria P; Andersen, Birgitte; Westergaard, Niels; Lundgren, Karsten; Asano, Naoki
Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 3 p. 733 - 744
反应条件
1: 94 percent / Et3N / methanol / 0.5 h / 60 °C
2: 97 percent / LDA / tetrahydrofuran / 0.08 h / -78 °C
View Scheme
参考文献
Jakobsen, Palle; Lundbeck, Jane M; Kristiansen, Marit; Breinholt, Jens; Demuth, Helle; Pawlas, Jan; Torres Candela, Maria P; Andersen, Birgitte; Westergaard, Niels; Lundgren, Karsten; Asano, Naoki
Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 3 p. 733 - 744
反应条件
1: 94 percent / Et3N / methanol / 0.5 h / 60 °C
2: 97 percent / LDA / tetrahydrofuran / 0.08 h / -78 °C
View Scheme
参考文献
Jakobsen, Palle; Lundbeck, Jane M; Kristiansen, Marit; Breinholt, Jens; Demuth, Helle; Pawlas, Jan; Torres Candela, Maria P; Andersen, Birgitte; Westergaard, Niels; Lundgren, Karsten; Asano, Naoki
Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 3 p. 733 - 744
反应条件
1: sodium carbonate / water / pH 13 - 14
2: 1,2-dichloro-ethane; 1-chloroethyl chlorocarbonate / dichloromethane / 6.25 h / 0 - 100 °C / pH 13 - 14
3: triethylamine / methanol / 20 °C
4: lithium diisopropyl amide / tetrahydrofuran / 0.05 h / -78 °C
View Scheme
参考文献
Long, Sha; Stefani, Francesca Romana; Biondi, Stefano; Ghiselli, Giancarlo; Panunzio, Mauro
Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 18 p. 5811 - 5822
反应条件
1: triethylamine / methanol / 20 °C
2: lithium diisopropyl amide / tetrahydrofuran / 0.05 h / -78 °C
View Scheme
参考文献
Long, Sha; Stefani, Francesca Romana; Biondi, Stefano; Ghiselli, Giancarlo; Panunzio, Mauro
Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 18 p. 5811 - 5822
