(1-苄基-1,2,3,6-四氢吡啶-4-基)甲醇合成路线 (共 9 条)
反应条件
1: in N,N-dimethyl-formamide T=100°C; 2 h; 2: With sodium tetrahydroborate; ethanol in N,N-dimethyl-formamide T=20°C; 3 h; Reflux;
参考文献
ABBOTT HEALTHCARE PRODUCTS B.V.; STOIT, Axel; IWEMA BAKKER, Wouter, I.; COOLEN, Hein K.A.C.; VAN DONGEN, Maria J.P.; LEFLEMME, Nicolas J.-L.D.
Patent: WO2012/4378 A1, 2012 ;
Location in patent: Page/Page column 37 ;
WO 2012/004378 A1
反应条件
1: in methanol 24 h; Heating / reflux; 2: With sodium tetrahydroborate in methanol T=20°C; 3 h;
参考文献
PFIZER LIMITED
Patent: WO2007/57775 A1, 2007 ;
Location in patent: Page/Page column 150 ;
WO 2007/057775 A1
反应条件
sodium tetrahydroborate in methanol T=-20°C; 0.5 h;
参考文献
Gijsen, Harrie J.M.; De Cleyn, Michel J.A.; Love, Christopher J.; Surkyn, Michel; Van Brandt, Sven F.A.; Verdonck, Marc G.C.; Moens, Luc; Cuypers, Jef; Bosmans, Jean-Paul R.M.A.
Tetrahedron, 2008 , vol. 64, # 10 p. 2456 - 2464
反应条件
lithium aluminium tetrahydride; aluminium trichloride in tetrahydrofuran 0 deg C, 30 min; reflux, 2 h;
参考文献
Chang, Meng-Yang; Chen, Shui-Tein; Chang, Nein-Chen
Heterocycles, 2002 , vol. 57, # 12 p. 2321 - 2334
反应条件
1: 92 percent / CH2Cl2 / 24 h / 20 °C 2: 90 percent / sodium borohydride / methanol / 3 h / 0 - 20 °C View Scheme
参考文献
Tang, Zilong; Mayrargue, Joelle; Alami, Mouad
Synthetic Communications, 2007 , vol. 37, # 19 p. 3367 - 3379
反应条件
1: 92 percent / CH2Cl2 / 24 h / 20 °C 2: 90 percent / sodium borohydride / methanol / 3 h / 0 - 20 °C View Scheme
参考文献
Tang, Zilong; Mayrargue, Joelle; Alami, Mouad
Synthetic Communications, 2007 , vol. 37, # 19 p. 3367 - 3379
反应条件
1: 69 percent / oxalyl chloride; dimethyl sulfoxide / CH2Cl2 / 0.33 h / -78 °C 2: 76 mg / ruthenium(III) chloride hydrate; NaIO4 / CCl4; acetonitrile; H2O / 6 h View Scheme
参考文献
Chang, Meng-Yang; Chen, Shui-Tein; Chang, Nein-Chen
Heterocycles, 2002 , vol. 57, # 12 p. 2321 - 2334
反应条件
1.1: 69 percent / oxalyl chloride; dimethyl sulfoxide / CH2Cl2 / 0.33 h / -78 °C 2.1: 76 mg / ruthenium(III) chloride hydrate; NaIO4 / CCl4; acetonitrile; H2O / 6 h 3.1: BBr3 / CH2Cl2 / 0.67 h / -78 - -40 °C 3.2: 50 percent / 37 percent hydrogen chloride / H2O / 1 h / Heating View Scheme
参考文献
Chang, Meng-Yang; Chen, Shui-Tein; Chang, Nein-Chen
Heterocycles, 2002 , vol. 57, # 12 p. 2321 - 2334
反应条件
1: With borane in tetrahydrofuran T=-30 - 20°C; 2: With sodium hydroxide; dihydrogen peroxide in tetrahydrofuran; water 4 h; Heating; Further stages.;
参考文献
Gijsen, Harrie J.M.; De Cleyn, Michel J.A.; Love, Christopher J.; Surkyn, Michel; Van Brandt, Sven F.A.; Verdonck, Marc G.C.; Moens, Luc; Cuypers, Jef; Bosmans, Jean-Paul R.M.A.
Tetrahedron, 2008 , vol. 64, # 10 p. 2456 - 2464