3,5-二苄氧基苯甲酸甲酯合成路线 （共 25 条）
反应条件
1: 92 percent / LiAlH4 / tetrahydrofuran / 0 - 20 °C 2: pyridinium chlorochromate / CH2Cl2 / 20 °C View Scheme
参考文献
Zhuravel, Michael A.; Davis, Nicolynn E.; Nguyen, SonBinh T.; Koltover, Ilya
Journal of the American Chemical Society, 2004 , vol. 126, # 32 p. 9882 - 9883
反应条件
1: 97 percent / Red-al / toluene / 4 h / Heating 2: 97 percent / Et3N / CH2Cl2 / 1.75 h / 0 °C 3: 93 percent / 2-methoxy-ethanol / 17 h / 24 °C 4: 97 percent / KOH / ethanol / 18 h / Heating 5: 96 percent / HCl / 16.5 h View Scheme
参考文献
Meltzer, Peter C.; Dalzell, Haldean C.; Razdan, Raj K.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1981 , p. 2825 - 2829
参考文献
Shimizu; Ohta
Yakugaku Zasshi, 1951 , vol. 71, p. 1485,1487
Chem.Abstr., 1952 , p. 7099
反应条件
1: 98 percent / LiAlH4 / tetrahydrofuran / 6.5 h / 0 - 20 °C 2: 88 percent / carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Freeman; Chrisstoffels; Frechet
Journal of Organic Chemistry, 2000 , vol. 65, # 22 p. 7612 - 7617
反应条件
lithium aluminium tetrahydride in diethyl ether
参考文献
Denmark, Scott E.; Regens, Christopher S.; Kobayashi, Tetsuya
Journal of the American Chemical Society, 2007 , vol. 129, # 10 p. 2774 - 2776
反应条件
1: 98 percent / LiAlH4 / diethyl ether
2: 84 percent / NEt3 / CH2Cl2
3: 69 percent / BzNEt3Cl / CHCl3; H2O
4: 92 percent / Ba(OH)2 / dioxane; H2O
5: diethyl ether
6: 99 percent / 60percent HClO4 / H2O; acetic acid
7: 97 percent / H2 / Pd/C (5percent) / ethyl acetate; ethanol
8: CH3ONa / methanol
View Scheme
参考文献
Ichinose, Koji; Ebizuka, Yutaka; Sankawa, Ushio
Chemical and Pharmaceutical Bulletin, 1989 , vol. 37, # 10 p. 2873 - 2875
反应条件
1: KOH / ethanol
2: SOCl2 / 20 h / 85 °C
View Scheme
参考文献
Acerson, Mark J.; Fabick, Kimberly M.; Wong, Yong; Blake, Crystal; Lephart, Edwin D.; Andrus, Merritt B.
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 10 p. 2941 - 2944
反应条件
1: 97.5 percent / LiAlH4 / diethyl ether / 1 h / Heating
2: 81 percent / MnO2 / acetone / 1 h / 23 °C
3: 1.) potassium 2-methyl-2-butanolate / 1.) hexamethylphosphoric triamide, 0 deg C, 15 min, 2.) benzene, 20 deg C, 1 h
4: 87 percent / H2 / 10percent Pd/C / ethyl acetate
View Scheme
参考文献
Franke, Ingo; Binder, Michael
Helvetica Chimica Acta, 1980 , vol. 63, # 8 p. 2508 - 2514
反应条件
1.1: 97 percent / LiAlH4
2.1: 84 percent / Et3N / CH2Cl2 / 0.33 h / 4 °C
3.1: 69 percent / benzyltriethylammonium chloride / H2O; CHCl3 / 2 h / Heating
4.1: 92 percent / aq. Ba(OH)2 / dioxane / 15 h / 115 °C
5.1: 99 percent / AcOH; 60 percent aq. HClO4 / 0.08 h / 35 °C
6.1: 97 percent / H2 / 5 percent Pd/C / ethanol
7.1: MeONa / methanol / 0.33 h / 60 °C
7.2: 20 percent / NaBH4 / methanol / 4 h / 60 °C
8.1: 76 percent / 1N NaOH / 3 h / 45 °C
View Scheme
参考文献
Ichinose; Ebizuka; Sankawa
Chemical and Pharmaceutical Bulletin, 2001 , vol. 49, # 2 p. 192 - 196
反应条件
1: lithium aluminium tetrahydride / tetrahydrofuran / 16.5 h / 0 - 20 °C / |Inert atmosphere
2: N-bromosuccinmide / dichloromethane / 18 h / 0 °C / |Inert atmosphere
View Scheme
参考文献
Carreras, Javier; Gopakumar, Gopinadhanpillai; Gu, Liangu; Gimeno, Ana; Linowski, Pawel; Petuskova, Jekaterina; Thiel, Walter; Alcarazo, Manuel
Journal of the American Chemical Society, 2013 , vol. 135, # 50 p. 18815 - 18823
