4-羟基甲基-6-甲氧基喹啉合成路线 （共 10 条）
反应条件
1.1: SOCl2 / CH2Cl2 / Heating 2.1: n-BuLi / tetrahydrofuran 3.1: 82 percent / NaH / tetrahydrofuran / 20 °C 4.1: 87 percent / AD-mix-α / 0 - 20 °C 5.1: MeC(OMe)3; PPTS / CH2Cl2 5.2: 88 percent / TMSCl; K2CO3 / methanol 6.1: DIBAL-H / toluene 7.1: DMF / 160 °C View Scheme
参考文献
Igarashi, Junji; Katsukawa, Masahiro; Wang, Yong-Gang; Acharya, Hukum P.; Kobayashi, Yuichi
Tetrahedron Letters, 2004 , vol. 45, # 19 p. 3783 - 3786
反应条件
1.1: SOCl2 / CH2Cl2 / Heating 2.1: n-BuLi / tetrahydrofuran 3.1: 82 percent / NaH / tetrahydrofuran / 20 °C 4.1: 87 percent / AD-mix-α / 0 - 20 °C 5.1: MeC(OMe)3; PPTS / CH2Cl2 5.2: 88 percent / TMSCl; K2CO3 / methanol 6.1: DIBAL-H / toluene 7.1: DMF / 160 °C View Scheme
参考文献
Igarashi, Junji; Katsukawa, Masahiro; Wang, Yong-Gang; Acharya, Hukum P.; Kobayashi, Yuichi
Tetrahedron Letters, 2004 , vol. 45, # 19 p. 3783 - 3786
反应条件
1.1: SOCl2 / CH2Cl2 / Heating 2.1: n-BuLi / tetrahydrofuran 3.1: 82 percent / NaH / tetrahydrofuran / 20 °C 4.1: 87 percent / AD-mix-α / 0 - 20 °C 5.1: MeC(OMe)3; PPTS / CH2Cl2 5.2: 88 percent / TMSCl; K2CO3 / methanol 6.1: DIBAL-H / toluene 7.1: DMF / 160 °C View Scheme
参考文献
Igarashi, Junji; Katsukawa, Masahiro; Wang, Yong-Gang; Acharya, Hukum P.; Kobayashi, Yuichi
Tetrahedron Letters, 2004 , vol. 45, # 19 p. 3783 - 3786
反应条件
1: With sodium tetrahydroborate in tetrahydrofuran; ethanol
T=20 - 50°C;
2: With water in tetrahydrofuran; ethanol
参考文献
Actelion Pharmaceuticals Ltd.
Patent: US2010/29623 A1, 2010 ;
Location in patent: Page/Page column 37 ;
US 20100029623 A1
反应条件
borane-THF in tetrahydrofuran
T=0 - 20°C; Inert atmosphere;
参考文献
Illa, Ona; Arshad, Muhammad; Ros, Abel; McGarrigle, Eoghan M.; Aggarwal, Varinder K.
Journal of the American Chemical Society, 2010 , vol. 132, # 6 p. 1828 - 1830
反应条件
1: With 3-chloro-benzenecarboperoxoic acid in dichloromethane
T=20°C;
2: With acetic anhydride
T=20°C;
3: With potassium carbonate in methanol
Further stages.;
参考文献
Igarashi, Junji; Katsukawa, Masahiro; Wang, Yong-Gang; Acharya, Hukum P.; Kobayashi, Yuichi
Tetrahedron Letters, 2004 , vol. 45, # 19 p. 3783 - 3786
反应条件
1.1: H2SO4
1.2: POCl3
1.3: 72 percent / Zn; AcOH
2.1: m-CPBA / CH2Cl2 / 20 °C
2.2: Ac2O / 20 °C
2.3: 43 percent / K2CO3 / methanol
View Scheme
参考文献
Igarashi, Junji; Katsukawa, Masahiro; Wang, Yong-Gang; Acharya, Hukum P.; Kobayashi, Yuichi
Tetrahedron Letters, 2004 , vol. 45, # 19 p. 3783 - 3786
反应条件
methanol; potassium carbonate
2 h; Ambient temperature;
参考文献
Unno, Ryoichi; Michishita, Hisashi; Inagaki, Hideaki; Suzuki, Yoko; Baba, Yutaka; Jomori, Takahito; Moku, Masatoshi; Nishikawa, Toshio; Isobe, Minoru
Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 5 p. 903 - 919
反应条件
1: 72 percent / 17 h / Ambient temperature
2: K2CO3, MeOH / 2 h / Ambient temperature
View Scheme
参考文献
Unno, Ryoichi; Michishita, Hisashi; Inagaki, Hideaki; Suzuki, Yoko; Baba, Yutaka; Jomori, Takahito; Moku, Masatoshi; Nishikawa, Toshio; Isobe, Minoru
Bioorganic and Medicinal Chemistry, 1997 , vol. 5, # 5 p. 903 - 919
参考文献
Knoll A.G.
Patent: DE88044 , 1950 ;
