3,5-二甲氧基苯甲酸甲酯合成路线 (共 80 条)
反应条件
1: 92 percent / LiAlH4 / tetrahydrofuran / 10 h / Ambient temperature
2: 96 percent / NBS / CHCl3 / 45 °C
3: 90 percent / PDC / CHCl3
View Scheme
参考文献
Takada, Akiomi; Hashimoto, Yoshimitsu; Takikawa, Hiroshi; Hikita, Katsuyoshi; Suzuki, Keisuke
Angewandte Chemie - International Edition, 2011 , vol. 50, # 10 p. 2297 - 2301
反应条件
1: (i) LiAlH4, (ii) PBr3
2: ethanol
3: (i) NaOH, MeOH, (ii) /BRN= 102415/
4: LiAlH4
5: (i) PBr3, (ii) /BRN= 774687/, NaH
6: (i) NaOH, MeOH, (ii) (thermolysis), (iii) polyphosphoric acid
View Scheme
参考文献
Hardegger,E. et al.
Helvetica Chimica Acta, 1963 , vol. 46, p. 2543 - 2551
反应条件
1: liquid ammonia
2: aqueous sodium hypobromite / -15 °C
3: potassium carbonate; diethyl ether
View Scheme
参考文献
Seka; Fuchs
Monatshefte fuer Chemie, 1931 , vol. 57, p. 52,58
反应条件
sodium ethanolate; sodium
参考文献
Hardegger,E. et al.
Helvetica Chimica Acta, 1963 , vol. 46, p. 2543 - 2551
反应条件
1: 1) sec-BuLi, N,N,N',N'-tetramethylethylenediamine / 1) cyclohexane, THF, -105 deg C, 20 min 2) THF, -105 deg C, 1h
2: 52 percent / 90percent HCO2H / 1 h / Heating
3: 18 percent / BBr3 / CH2Cl2 / 480 h / Ambient temperature
View Scheme
参考文献
Watanabe; Kawanishi; Furukawa
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 3 p. 579 - 583
反应条件
ammonia; potassium; tert-butyl alcohol in tetrahydrofuran
T=-78°C; Birch reduction; 1 h;
参考文献
Jung, Young-Sik; Kang, Tae-Souk; Yoon, Joong-Ho; Joe, Bo-Young; Lim, Hee-Jong; Seong, Churl-Min; Park, Woo-Kyu; Kong, Jae-Yang; Cho, Jungsook; Park, No-Sang
Bioorganic and Medicinal Chemistry Letters, 2002 , vol. 12, # 18 p. 2599 - 2602
反应条件
1: 4.402 g / NBS / acetonitrile / 0 - 20 °C
2: aq. K2CO3; Bu4NBr / 9 h / Heating
3: Cu; pyridine; H2O / 13 h / Heating
View Scheme
参考文献
Wang, Pengfei; Hu, Ayou; Wang, Yun
Organic Letters, 2007 , vol. 9, # 15 p. 2831 - 2833
反应条件
1: Na / Heating
2: (i) NaOMe, Et2O, (ii) /BRN= 506456/, Et2O, (iii) aq. H2SO4
3: polyphosphoric acid / 145 °C
4: NaOMe / benzene
5: (i) Et3N, benzene, (ii) KOH, MeOH
6: p-cymene / Pd-C / Heating
7: K2CO3 / acetone / Heating
View Scheme
参考文献
Hardegger,E. et al.
Helvetica Chimica Acta, 1963 , vol. 46, p. 2543 - 2551
反应条件
1.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C
2.1: pyridinium chlorochromate / dichloromethane / 20 °C
3.1: potassium tert-butylate / diethyl ether / 2 h / 20 °C
3.2: 0 - 20 °C
View Scheme
参考文献
Schmidt, Bernd; Elizarov, Nelli; Berger, Rene; Hoelter, Frank
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 22 p. 3674 - 3691
反应条件
1: sodium; sodium ethylate
2: sodium ethylate / und Kochen des entstandenen α-<3,5-Dimethoxy-benzoyl>-propionsaeure-aethylesters mit 25prozentiger Schwefelsaeure
View Scheme
参考文献
Cannon,J.R. et al.
Australian Journal of Chemistry, 1973 , vol. 26, p. 799 - 808