1,2,5,6-四氢吡啶-3-羧酸甲酯合成路线 (共 14 条)
反应条件
in water 3 h; Reflux;
参考文献
Song, Song; Zhu, Shou-Fei; Pu, Liu-Yang; Zhou, Qi-Lin
Angewandte Chemie - International Edition, 2013 , vol. 52, # 23 p. 6072 - 6075
Angew. Chem., 2013 , vol. 125, # 23 p. 6188 - 6191
反应条件
1: 94 percent / Et3N / methanol / 0.5 h / 60 °C 2: 97 percent / LDA / tetrahydrofuran / 0.08 h / -78 °C 3: 70 percent / lithium borohydride; LiEt3BH / diethyl ether; tetrahydrofuran / 1 h / Heating 4: 70 percent / 3-chloroperoxybenzoic acid / CH2Cl2 / 20 °C 5: 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
1: 1,2-dichloro-ethane / 0.67 h / 0 °C / |Reflux 2: methanol / 2 h / |Reflux 3: hydrogen bromide / water / 2 h / |Reflux 4: sodium hydroxide / tert-butyl alcohol / 2 h / 45 - 50 °C View Scheme
参考文献
Song, Song; Zhu, Shou-Fei; Pu, Liu-Yang; Zhou, Qi-Lin
Angewandte Chemie - International Edition, 2013 , vol. 52, # 23 p. 6072 - 6075
Angew. Chem., 2013 , vol. 125, # 23 p. 6188 - 6191
反应条件
1: water / 3 h / |Reflux 2: hydrogen; C63H78IrNOP(2+)*C32H12BF24(1-) / methanol / 12 h / 60 °C / 4560.31 Torr / |Autoclave View Scheme
参考文献
Song, Song; Zhu, Shou-Fei; Pu, Liu-Yang; Zhou, Qi-Lin
Angewandte Chemie - International Edition, 2013 , vol. 52, # 23 p. 6072 - 6075
Angew. Chem., 2013 , vol. 125, # 23 p. 6188 - 6191
反应条件
1: potassium iodide; potassium carbonate / acetone / 120 h / 20 °C 2: sodium hydroxide / water; methanol / 2 h / 20 - 50 °C 3: hydrogen; C63H78IrNOP(2+)*C32H12BF24(1-) / methanol / 12 h / 60 °C / 4560.31 Torr / |Autoclave View Scheme
参考文献
Song, Song; Zhu, Shou-Fei; Pu, Liu-Yang; Zhou, Qi-Lin
Angewandte Chemie - International Edition, 2013 , vol. 52, # 23 p. 6072 - 6075
Angew. Chem., 2013 , vol. 125, # 23 p. 6188 - 6191
反应条件
1: water / 3 h / |Reflux 2: hydrogen; C63H78IrNOP(2+)*C32H12BF24(1-) / methanol / 12 h / 60 °C / 4560.31 Torr / |Autoclave View Scheme
参考文献
Song, Song; Zhu, Shou-Fei; Pu, Liu-Yang; Zhou, Qi-Lin
Angewandte Chemie - International Edition, 2013 , vol. 52, # 23 p. 6072 - 6075
Angew. Chem., 2013 , vol. 125, # 23 p. 6188 - 6191
反应条件
1: 1,2-dichloro-ethane / 0.67 h / 0 °C / |Reflux 2: methanol / 2 h / |Reflux 3: hydrogen bromide / water / 2 h / |Reflux 4: sodium hydroxide / tert-butyl alcohol / 2 h / 45 - 50 °C 5: C56H72IrNOP(1+)*C32H12BF24(1-); caesium carbonate; hydrogen / methanol / 12 h / 60 °C / 4560.31 Torr / |Autoclave View Scheme
参考文献
Angewandte Chemie - International Edition, , vol. 52, # 23 p. 6072 - 6075
Angew. Chem., , vol. 125, # 23 p. 6188 - 6191
反应条件
1: With 1-chloroethyl chlorocarbonate in toluene
3 h; Heating;
2: in methanol
T=20°C;
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: With potassium carbonate in water
0.5 h;
2: With 1-chloroethyl chlorocarbonate in toluene
16 h; Heating;
3: With methanol
2 h; Heating; Further stages.;
参考文献
Coldham, Iain; Crapnell, Katherine M; Fernandez, Joan-Carles; Moseley, Jonathan D; Rabot, Remi
The Journal of organic chemistry, 2002 , vol. 67, # 17 p. 6181 - 6187
反应条件
1: in methanol
2 h; Reflux;
2: With potassium carbonate in water
0.5 h;
参考文献
Song, Song; Zhu, Shou-Fei; Pu, Liu-Yang; Zhou, Qi-Lin
Angewandte Chemie - International Edition, 2013 , vol. 52, # 23 p. 6072 - 6075
Angew. Chem., 2013 , vol. 125, # 23 p. 6188 - 6191