1-氨基-3-甲基-1H-吡咯-2,4-二羧酸二乙酯合成路线 （共 16 条）
反应条件
1.1: 42 percent / DBU / tetrahydrofuran / 17 h / 55 °C
2.1: NaH / dimethylformamide
2.2: 75 percent / O-(2,4-dinitrophenyl)hydroxylamine / dimethylformamide / 12 h / 10 - 25 °C
View Scheme
参考文献
Chen, Zhong; Kim, Soong-Hoon; Barbosa, Stephanie A.; Huynh, Tram; Tortolani, David R.; Leavitt, Kenneth J.; Wei, Donna D.; Manne, Veeraswamy; Ricca, Carolyn S.; Gullo-Brown, Johnni; Poss, Michael A.; Vaccaro, Wayne; Salvati, Mark E.
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 3 p. 628 - 632
反应条件
sodium hydride in N,N-dimethyl-formamide
Large scale;
参考文献
Shi, Zhongping; Kiau, Susanne; Lobben, Paul; Hynes Jr., John; Wu, Hong; Parlanti, Luca; Discordia, Robert; Doubleday, Wendel W.; Leftheris, Katerina; Dyckman, Alaric J.; Wrobleski, Stephen T.; Dambalas, Konstantinos; Tummala, Srinivas; Leung, Simon; Lo, Ehrlic
Organic Process Research and Development, 2012 , vol. 16, # 10 p. 1618 - 1625
反应条件
potassium tert-butylate in tetrahydrofuran; 1-methyl-pyrrolidin-2-one
T=20 - 37°C; Large scale;
参考文献
Shi, Zhongping; Kiau, Susanne; Lobben, Paul; Hynes Jr., John; Wu, Hong; Parlanti, Luca; Discordia, Robert; Doubleday, Wendel W.; Leftheris, Katerina; Dyckman, Alaric J.; Wrobleski, Stephen T.; Dambalas, Konstantinos; Tummala, Srinivas; Leung, Simon; Lo, Ehrlic
Organic Process Research and Development, 2012 , vol. 16, # 10 p. 1618 - 1625
反应条件
1: ethanol / 50 °C
2: ethanol; sodium ethanolate / 60 °C
3: potassium tert-butylate; O-(4-nitrobenzoyl) hydroxylamine / 1-methyl-pyrrolidin-2-one / 25 °C
View Scheme
参考文献
Zheng, Bin; Conlon, David A.; Corbett, R. Michael; Chau, Melissa; Hsieh, Dau-Ming; Yeboah, Agnes; Hsieh, Daniel; Mueslehiddinoglu, Jale; Gallagher, William P.; Simon, Jeffrey N.; Burt, Justin
Organic Process Research and Development, 2012 , vol. 16, # 11 p. 1846 - 1853
反应条件
1: toluene-4-sulfonic acid / neat (no solvent) / 55 °C
2: ethanol / 50 °C
3: ethanol; sodium ethanolate / 60 °C
4: potassium tert-butylate; O-(4-nitrobenzoyl) hydroxylamine / 1-methyl-pyrrolidin-2-one / 25 °C
View Scheme
参考文献
Zheng, Bin; Conlon, David A.; Corbett, R. Michael; Chau, Melissa; Hsieh, Dau-Ming; Yeboah, Agnes; Hsieh, Daniel; Mueslehiddinoglu, Jale; Gallagher, William P.; Simon, Jeffrey N.; Burt, Justin
Organic Process Research and Development, 2012 , vol. 16, # 11 p. 1846 - 1853
反应条件
1.1: formamide; phosphoric acid / 120 °C
2.1: trichlorophosphate; N-ethyl-N,N-diisopropylamine / toluene / 2 h / 110 °C
3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 2 h / 58 °C / |Large scale
4.1: sodium hydroxide / water / 6 h / 60 - 65 °C
5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 3 h / 20 - 25 °C
5.2: 2 h / 30 - 35 °C
View Scheme
参考文献
Shi, Zhongping; Kiau, Susanne; Lobben, Paul; Hynes Jr., John; Wu, Hong; Parlanti, Luca; Discordia, Robert; Doubleday, Wendel W.; Leftheris, Katerina; Dyckman, Alaric J.; Wrobleski, Stephen T.; Dambalas, Konstantinos; Tummala, Srinivas; Leung, Simon; Lo, Ehrlic
Organic Process Research and Development, 2012 , vol. 16, # 10 p. 1618 - 1625
