3,4-二甲氧基苯乙胺合成路线 (共 365 条)
反应条件
1: 80 percent / Na2CO3; NaI; tetrabutylammonium bromide / dioxane / 72 h / Heating
2: 99 percent / acetic anhydride / 1 h / 60 °C
3: 93 percent / aq. NaIO4 / methanol / 1.5 h / 20 °C
4: 80 percent / TFAA / benzene / 24 h / 20 °C
5: 88 percent / NiCl2*6H2O; NaBH4 / methanol; tetrahydrofuran / 0.33 h / 20 °C
6: 81 percent / aq. NaOH / ethanol / 1 h / Heating
View Scheme
参考文献
Toda, Jun; Ichikawa, Tsuyoshi; Saitoh, Toshiaki; Horiguchi, Yoshie; Sano, Takehiro
Heterocycles, 2000 , vol. 53, # 9 p. 2009 - 2018
反应条件
1: 100 percent / methanol / 12 h / Ambient temperature
2: 89 percent / POCl3 / toluene
4: 100 percent / KOH / ethanol / 5 h / Ambient temperature
5: 34 percent / η5-cyclopentadienyl dicarbonyl cobalt / m-xylene / 8 h / Heating; Irradiation
6: 100 percent / trifluoroacetic acid / CCl4 / 1.5 h
View Scheme
参考文献
Hillard, Russel L.; Parnell, Carol A.; Vollhardt, K. Peter C.
Tetrahedron, 1983 , vol. 39, # 6 p. 905 - 912
反应条件
hydrogenchloride; hydrogen; palladium monocarbide in dichloromethane; water; ethyl acetate; isopropyl alcohol
参考文献
Ludwig Heumann and Co., GmbH
Patent: US4697035 A1, 1987 ;
参考文献
Glushkov, R. G.; Ovcharova, I. M.; Nikitin, V. B.; Engalycheva, G. N.; Kaminka, M. E.; Mashkovskii, M. D.
Pharmaceutical Chemistry Journal, 1989 , vol. 23, # 10 p. 849 - 852
Khimiko-Farmatsevticheskii Zhurnal, 1989 , vol. 23, # 10 p. 1235 - 1237
反应条件
1.1: 99 percent / tetrahydrofuran / 2 h / 25 °C
2.1: 93 percent / I2; HIO3 / methanol; H2O / 48 h / 85 °C
3.1: 84 percent / CuI; PPh3; iPr2NH / Pd(PPh3)2Cl2 / 16 h / 25 °C
4.1: 90 percent / KOH / methanol; H2O / 20 h / 25 °C
5.1: 98 percent / Cp2TiMe2 / toluene / 16 h / 110 °C
6.1: HCOOH; NEt3 / Noyori's catalist / dimethylformamide / 7 h / 25 °C
6.2: methanol; H2O / 3 h / 25 °C
6.3: NaBH4 / methanol; H2O / 16 h / 25 °C
View Scheme
参考文献
Comins, Daniel L.; Thakker, Paresh M.; Baevsky, Matthew F.; Badawi, Mohamed M.
Tetrahedron, 1997 , vol. 53, # 48 p. 16327 - 16340
反应条件
1: 100 percent / magnesium sulphate / CH2Cl2 / 16 h / 20 °C
2: 89 percent / trifluoroacetic acid / benzene / 12 h / Heating
3: 52 percent / Pd(OAc)2; PPh3; Et3N / toluene / 16 h / 110 °C
View Scheme
参考文献
Saidov; Levkovich; Alimova; Vinogradova
Chemistry of Natural Compounds, 2014 , vol. 49, # 6 p. 1099 - 1104
Khim. Prir. Soedin., 2013 , vol. 49, # 6 p. 945 - 949,5
反应条件
trifluoroacetic acid
T=80°C; Pictet-Spengler reaction; 4 h; Inert atmosphereneat (no solvent);
参考文献
Chowdappa, Nagaraja; Sherigara, Bailur Sheena; Augustine, John Kallikat; Areppa, Kummara; Mandal, Ashis Baran
Synthesis, 2010 , # 17 art. no. Z09910SS, p. 2949 - 2956
反应条件
1: With 1,2,3-Benzotriazole in toluene
24 h; Heating;
2: With titanium tetrachloride in toluene
24 h; Heating; Further stages.;
参考文献
Katritzky; Mehta; He
Journal of Organic Chemistry, 2001 , vol. 66, # 1 p. 148 - 152
反应条件
1: aq. Na2CO3 / CHCl3 / 0 °C
2: POCl3 / toluene / Heating
3: tetralin / 10percent Pd/C / 220 - 230 °C
4: 1.) POCl3, 3.) aq. HCl
View Scheme
参考文献
Makhey, Darshan; Gatto, Barbara; Yu, Chiang; Liu, Angela; Liu, Leroy F.; LaVoie, Edmond J.
Bioorganic and Medicinal Chemistry, 1996 , vol. 4, # 6 p. 781 - 791
反应条件
formic acid in water
T=20 - 100°C; Pictet-Spengler Synthesis; 2 h;
参考文献
Crestey, Francois; Jensen, Anders A.; Borch, Morten; Andreasen, Jesper Tobias; Andersen, Jacob; Balle, Thomas; Kristensen, Jesper Langgaard
Journal of Medicinal Chemistry, 2013 , vol. 56, # 23 p. 9673 - 9682