(7-甲氧基-6-甲基-5,8-二氧代异喹啉-1-基)甲基(E)-2-甲基丁-2-烯酸酯合成路线 （共 36 条）
反应条件
phenyllithium in 1,4-dioxane; diethyl ether; benzene
0.0833333 h;
参考文献
Kubo; Nakahara; Inaba; Kitahara
Chemical and Pharmaceutical Bulletin, 1986 , vol. 34, # 10 p. 4056 - 4068
反应条件
trifluoroacetic acid in chloroform
3 h; Heating;
参考文献
Saito, Naoki; Tanaka, Chieko; Koizumi, Yu-Ichi; Suwanborirux, Khanit; Amnuoypol, Surattana; Pummangura, Sunibhond; Kubo, Akinori
Tetrahedron, 2004 , vol. 60, # 17 p. 3873 - 3881
反应条件
1: 70 percent / di-isobutyl aluminiumhydride / tetrahydrofuran / 0 °C
2: 55 percent / DCC, dimethylaminopyridine / diethyl ether
3: 52 percent / AgO / dioxane; aq. HNO3
View Scheme
参考文献
Danishefsky; Berman; Cvetovich; Minamikawa
Tetrahedron Letters, 1980 , vol. 21, # 50 p. 4819 - 4822
反应条件
1: 65 percent / chloranil / xylene / 150 °C
2: 70 percent / di-isobutyl aluminiumhydride / tetrahydrofuran / 0 °C
3: 55 percent / DCC, dimethylaminopyridine / diethyl ether
4: 52 percent / AgO / dioxane; aq. HNO3
View Scheme
参考文献
Danishefsky; Berman; Cvetovich; Minamikawa
Tetrahedron Letters, 1980 , vol. 21, # 50 p. 4819 - 4822
反应条件
1.1: Et3N / toluene
2.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
2.2: 78 percent / cyclohexane; diethyl ether; dioxane / 12 h / 20 °C
3.1: 96 percent / BF3*Et2O; Me2S / CH2Cl2 / 18 h / 20 °C
4.1: 95 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: 99 percent / K2CO3 / dimethylformamide / 4 h / 60 °C
2.1: 88 percent / mCPBA / CH2Cl2 / 1 h / 60 °C
3.1: 53 percent / AcOH / 3 h / 110 °C
4.1: 81 percent / pyridine / CH2Cl2 / 1 h / cooling
5.1: 90 percent / Et4NCl; PdCl2(PPh3)2 / dimethylformamide / 1.5 h / 110 °C
6.1: Mg; 1,2-dibromoethane / tetrahydrofuran
6.2: tetrahydrofuran / 2 h / 20 °C
6.3: 87 percent / H2O2; KHCO3; KF / tetrahydrofuran; methanol / 3 h / 20 °C
7.1: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C
8.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
9.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
10.1: 49 percent / various solvent(s) / 1 h / 180 °C
11.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
12.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
12.2: 78 percent / cyclohexane; diethyl ether; dioxane / 12 h / 20 °C
13.1: 96 percent / BF3*Et2O; Me2S / CH2Cl2 / 18 h / 20 °C
14.1: 95 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: 83 percent / BBr3 / CH2Cl2 / -78 - 20 °C
2.1: 99 percent / K2CO3 / dimethylformamide / 4 h / 60 °C
3.1: 88 percent / mCPBA / CH2Cl2 / 1 h / 60 °C
4.1: 53 percent / AcOH / 3 h / 110 °C
5.1: 81 percent / pyridine / CH2Cl2 / 1 h / cooling
6.1: 90 percent / Et4NCl; PdCl2(PPh3)2 / dimethylformamide / 1.5 h / 110 °C
7.1: Mg; 1,2-dibromoethane / tetrahydrofuran
7.2: tetrahydrofuran / 2 h / 20 °C
7.3: 87 percent / H2O2; KHCO3; KF / tetrahydrofuran; methanol / 3 h / 20 °C
8.1: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C
9.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
10.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
11.1: 49 percent / various solvent(s) / 1 h / 180 °C
12.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
13.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
13.2: 78 percent / cyclohexane; diethyl ether; dioxane / 12 h / 20 °C
14.1: 96 percent / BF3*Et2O; Me2S / CH2Cl2 / 18 h / 20 °C
15.1: 95 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
1.2: 78 percent / cyclohexane; diethyl ether; dioxane / 12 h / 20 °C
2.1: 96 percent / BF3*Et2O; Me2S / CH2Cl2 / 18 h / 20 °C
3.1: 95 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: 53 percent / AcOH / 3 h / 110 °C
2.1: 81 percent / pyridine / CH2Cl2 / 1 h / cooling
3.1: 90 percent / Et4NCl; PdCl2(PPh3)2 / dimethylformamide / 1.5 h / 110 °C
4.1: Mg; 1,2-dibromoethane / tetrahydrofuran
4.2: tetrahydrofuran / 2 h / 20 °C
4.3: 87 percent / H2O2; KHCO3; KF / tetrahydrofuran; methanol / 3 h / 20 °C
5.1: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C
6.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
7.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
8.1: 49 percent / various solvent(s) / 1 h / 180 °C
9.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
10.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
10.2: 78 percent / cyclohexane; diethyl ether; dioxane / 12 h / 20 °C
11.1: 96 percent / BF3*Et2O; Me2S / CH2Cl2 / 18 h / 20 °C
12.1: 95 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
反应条件
1.1: 88 percent / mCPBA / CH2Cl2 / 1 h / 60 °C
2.1: 53 percent / AcOH / 3 h / 110 °C
3.1: 81 percent / pyridine / CH2Cl2 / 1 h / cooling
4.1: 90 percent / Et4NCl; PdCl2(PPh3)2 / dimethylformamide / 1.5 h / 110 °C
5.1: Mg; 1,2-dibromoethane / tetrahydrofuran
5.2: tetrahydrofuran / 2 h / 20 °C
5.3: 87 percent / H2O2; KHCO3; KF / tetrahydrofuran; methanol / 3 h / 20 °C
6.1: 92 percent / imidazole / dimethylformamide / 1 h / 20 °C
7.1: 85 percent / pyridinium chlorochromate; celite / CH2Cl2 / 10 h / 20 °C
8.1: 57 percent / NH2OH*HCl; AcONa / ethanol / 1 h / 85 °C
9.1: 49 percent / various solvent(s) / 1 h / 180 °C
10.1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
11.1: PhLi / cyclohexane; diethyl ether; dioxane / 0.17 h / cooling
11.2: 78 percent / cyclohexane; diethyl ether; dioxane / 12 h / 20 °C
12.1: 96 percent / BF3*Et2O; Me2S / CH2Cl2 / 18 h / 20 °C
13.1: 95 percent / salcomine; O2 / dimethylformamide / 2 h / 20 °C
View Scheme
参考文献
Kuwabara, Nagako; Hayashi, Hiroyuki; Hiramatsu, Noriko; Choshi, Tominari; Kumemura, Teppei; Nobuhiro, Junko; Hibino, Satoshi
Tetrahedron, 2004 , vol. 60, # 13 p. 2943 - 2952
