3-硝基-5,6,7,8-四氢萘-2-醇合成路线 (共 18 条)
反应条件
hydrogenchloride; tin
参考文献
Bolognese, Adele; Correale, Gaetano; Manfra, Michele; Lavecchia, Antonio; Novellino, Ettore; Pepe, Stefano
Journal of Medicinal Chemistry, 2006 , vol. 49, # 17 p. 5110 - 5118
参考文献
Thoms; Kross
Archiv der Pharmazie (Weinheim, Germany), 1927 , p. 346
反应条件
1: diethyl ether 2: H2 / Raney-Ni / ethanol 3: (i) NaNO2, aq. H2SO4, (ii) aq. CuSO4 4: aq. HBr / acetic acid / Heating View Scheme
参考文献
Hecker,E.; Nowoczek,G.
Z. Naturforsch., B: Anorg. Chem., Org. Chem., Biochem., Biophys.,, 1966 , vol. 21, p. 153 - 160
反应条件
nitrogen(IV) oxide; Petroleum ether; benzene
参考文献
Thoms; Kross
Archiv der Pharmazie (Weinheim, Germany), 1927 , p. 346
反应条件
boron tribromide in dichloromethane
T=-65 - 0°C; demethylation; 2 h;
参考文献
Linderberg, Mats; Hellberg, Sven; Bjoerk, Susanna; Gotthammar, Birgitta; Hoegberg, Thomas; Persson, Kerstin; Schwarcz, Robert; Luthman, Johan; Johansson, Rolf
European Journal of Medicinal Chemistry, 1999 , vol. 34, # 9 p. 729 - 744
反应条件
hydrogenchloride; sodium nitrate in water
T=20°C; 2.5 h;
参考文献
Naganawa, Atsushi; Matsui, Toshiaki; Ima, Masaki; Yoshida, Koji; Tsuruta, Hiroshi; Yamamoto, Shingo; Yamamoto, Hiroshi; Okada, Hiroki; Maruyama, Takayuki; Nakai, Hisao; Kondo, Kigen; Toda, Masaaki
Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 23 p. 7774 - 7789
反应条件
hydrogenchloride; sodium nitrate; Lanthanum nitrate hexahydrate in diethyl ether
20 h; Ambient temperature;
参考文献
Kajino; Shibouta; Nishikawa; Meguro
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 11 p. 2896 - 2905
反应条件
nitric acid in acetic acid
T=10°C; 1 h;
参考文献
Schering Aktiengesellschaft
Patent: US6365736 B1, 2002 ;
Location in patent: Page column 10 ;
反应条件
1.1: 90 percent HNO3 / CH2Cl2 / 25 h / 0 °C
1.2: 30 percent / aq. NaOH / Bu4NHSO4 / 4 h / Heating
2.1: 77 percent / 1 M BBr3 / CH2Cl2 / 2 h / -65 - 0 °C
View Scheme
参考文献
Linderberg, Mats; Hellberg, Sven; Bjoerk, Susanna; Gotthammar, Birgitta; Hoegberg, Thomas; Persson, Kerstin; Schwarcz, Robert; Luthman, Johan; Johansson, Rolf
European Journal of Medicinal Chemistry, 1999 , vol. 34, # 9 p. 729 - 744
反应条件
in quinoline
T=205°C; 0.25 h; Yield given;
参考文献
Duthaler, Rudolf O.
Helvetica Chimica Acta, 1983 , vol. 66, # 8 p. 2543 - 2563