6-甲氧基-1-萘满酮合成路线 （共 219 条）
反应条件
n-butyllithium; CeCl3 in tetrahydrofuran; diethyl ether
参考文献
Pfizer Inc
Patent: US2005/70512 A1, 2005 ;
Location in patent: Page/Page column 22 ;
反应条件
n-butyllithium; CeCl3 in tetrahydrofuran; hydrogenchloride
参考文献
Pfizer, Inc.
Patent: US6153622 A1, 2000 ;
反应条件
CeCl3 in tetrahydrofuran; hydrogenchloride
参考文献
Pfizer Inc
Patent: US5552412 A1, 1996 ;
反应条件
1: 6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one With n-butyllithium; diisopropylamine in tetrahydrofuran; hexane
T=-78°C; 1 h;
2: methyl iodide T=-78 - 20°C; 9 h;
参考文献
Nickerson, David M.; Angeles, Veronica V.; Mattson, Anita E.
Organic Letters, 2013 , vol. 15, # 19 p. 5000 - 5003
反应条件
1: methyllithium - lithium bromide 1:1 complex With CuCN in tetrahydrofuran
T=-78 - 0°C;
2: 6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one in tetrahydrofuran
T=-78 - 25°C; Further stages.;
参考文献
Jung; Lee, Byoung Suk
Journal of Organic Chemistry, 2000 , vol. 65, # 26 p. 9241 - 9244
反应条件
1: 6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one With lithium diisopropyl amide
T=-78°C; 1 h;
2: methyl halide With 10,11-dihydro-5-[3-(methylamino)propyl]-5H-dibenz(b,f)azepin
参考文献
Bhattacharya, Sudin; Mandal, Asok N.; Chaudhuri, Swadesh R. Ray; Chatterjee, Amareshwar
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 1 p. 5 - 13
反应条件
hydrogen; N-methylanilinium trifluoroacetate; nickel
1.) dioxane, reflux, 2 h; 2.) methanol, 1 day; Yield given. Multistep reaction;
参考文献
Harde, C.; Bohlmann, F.
Tetrahedron, 1988 , vol. 44, # 1 p. 81 - 90
反应条件
lithium diisopropyl amide
1.) THF, hexanes, 4 h, 2.) THF, hexanes, 16 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Harrowven, David C.; Dainty, Richard F.
Tetrahedron, 1997 , vol. 53, # 46 p. 15771 - 15786
反应条件
1: 96 percent / NaBH4 / methanol / 20 °C
2: 72 percent / POCl3 / 100 °C
3: 81 percent / Ag2O / ethanol; H2O / 20 °C
4: 91 percent / H2 / Pd/C / ethanol / 20 °C
View Scheme
参考文献
Millennium Pharmaceuticals, Inc.
Patent: US2012/15942 A1, 2012 ;
US 20120015942 A1
反应条件
2: boron trifluoride etherate / CH2Cl2 / -78 deg C, then room temperature
3: 100.4 mg / trifluoroacetic acid / CH2Cl2 / 4 h / Ambient temperature
View Scheme
参考文献
Burnell; Wu
Canadian Journal of Chemistry, 1989 , vol. 67, # 5 p. 816 - 819
