3,5-二羟基苯甲酸甲酯合成路线 （共 124 条）
反应条件
1: 91 percent / potassium carbonate; 18-crown-6 / acetone / 20 h / Heating
2: 95 percent / LiAlH4 / tetrahydrofuran / 2 h / 20 °C
3: 95 percent / CBr4; triphenylphosphine / tetrahydrofuran
View Scheme
参考文献
Helms, Brett; Liang, Catherine O.; Hawker, Craig J.; Frechet, Jean M. J.
Macromolecules, 2005 , vol. 38, # 13 p. 5411 - 5415
反应条件
1: 96 percent / K2CO3 / acetone
2: 98 percent / LiAlH4 / diethyl ether
3: 84 percent / NEt3 / CH2Cl2
4: 69 percent / BzNEt3Cl / CHCl3; H2O
5: 92 percent / Ba(OH)2 / dioxane; H2O
6: diethyl ether
7: 99 percent / 60percent HClO4 / H2O; acetic acid
8: 97 percent / H2 / Pd/C (5percent) / ethyl acetate; ethanol
9: CH3ONa / methanol
10: NaBH4 / 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
18-crown-6 ether; potassium carbonate in tetrahydrofuran; acetonitrile
10 h; Heating;
参考文献
Qu, Liangwei; Martin, Robert B.; Huang, Weijie; Fu, Kefu; Zweifel, Daniel; Lin, Yi; Sun, Ya-Ping; Bunker, Christopher E.; Harruff, Barbara A.; Gord, James R.; Allard, Lawrence F.
Journal of Chemical Physics, 2002 , vol. 117, # 17 p. 8089 - 8094
反应条件
1: 3,5-dihydroxybenzoic acid methyl ester; benzyl bromide With potassium carbonate in DMF (N,N-dimethyl-formamide)
T=20°C;
2: methyl iodide With potassium carbonate in DMF (N,N-dimethyl-formamide)
T=20°C;
参考文献
TAKEDA CHEMICAL INDUSTRIES, LTD.
Patent: WO2003/99793 A1, 2003 ;
Location in patent: Page 153 ;
反应条件
1: 39 percent / NaH / dimethylformamide
2: NaH / dimethylformamide
View Scheme
参考文献
Ohashi, Hiroshi; Ueno, Akihiro; Nakao, Toyoo; Ito, Junko; Kimura, Kaname; Ishikawa, Masaharu; Kawai, Hiroyuki; Iijima, Hiroshi; Osawa, Tatsushi
Bioorganic and Medicinal Chemistry Letters, 1999 , vol. 9, # 14 p. 1945 - 1948
反应条件
1: 33 percent / K2CO3 / acetonitrile / Heating
2: 96 percent / K2CO3 / acetonitrile / Heating
3: 96 percent / LiAlH4 / tetrahydrofuran
View Scheme
参考文献
Nawrat, Christopher C.; Palmer, Leoni I.; Blake, Alexander J.; Moody, Christopher J.
Journal of Organic Chemistry, 2013 , vol. 78, # 11 p. 5587 - 5603
反应条件
1,4-diaza-bicyclo[2.2.2]octane in N,N-dimethyl-formamide
T=0 - 20°C; Inert atmosphere;
参考文献
Corbett, Peter T.; Sanders, Jeremy K.M.; Otto, Sijbren
Chemistry - A European Journal, 2008 , vol. 14, # 7 p. 2153 - 2166
反应条件
potassium carbonate in acetone
参考文献
Communications Research Laboratory, Independent Administrative Institution
Patent: US6630578 B2, 2003 ;
反应条件
1: 82 percent / imidazole / dimethylformamide / 24 h / Ambient temperature
2: 1) sec-BuLi, N,N,N',N'-tetramethylethylenediamine / 1) cyclohexane, THF, -105 deg C, 20 min 2) THF, -105 deg C, 1h
3: 12.3 percent / 90percent HCO2H / 1 h / Heating
View Scheme
参考文献
Watanabe; Kawanishi; Furukawa
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 3 p. 579 - 583
反应条件
1: 91 percent / DMAP; DIPEA / CH2Cl2 / 18 h / 18 °C
2: 97 percent / LiAlH4 / tetrahydrofuran / 0 - 18 °C
3: 79 percent / TEA; MsCl / CH2Cl2 / 0 - 18 °C
View Scheme
参考文献
Banwell, Martin G.; Chand, Satish; Savage, G. Paul
Tetrahedron Asymmetry, 2005 , vol. 16, # 9 p. 1645 - 1654
