R(+)-alpha-甲基苄胺合成路线 (共 285 条)
反应条件
1.1: 97 percent / 2 h / 20 °C
2.1: 95 percent / acetonitrile / 3 h / 20 °C
3.1: H2 / Ra-Ni / ethanol / 24 h / 20 °C / 4560.31 Torr
3.2: CH2Cl2 / 4 h
View Scheme
参考文献
Revial, Gilbert; Lim, Sethy; Viossat, Bernard; Lemoine, Pascale; Tomas, Alain; Duprat, Arthur F.; Pfau, Michel
Journal of Organic Chemistry, 2000 , vol. 65, # 15 p. 4593 - 4600
反应条件
in tetrahydrofuran; hexane
T=20°C; 1 h; Inert atmosphere; Overall yield = 120.2 mg; Optical yield = 83 percent ee; stereospecific reaction;
参考文献
Mlynarski, Scott N.; Karns, Alexander S.; Morken, James P.
Journal of the American Chemical Society, 2012 , vol. 134, # 40 p. 16449 - 16451,3
反应条件
1: With sodium hydroxide in methanol; water
T=55°C; 0.5 h;
2: With water
T=160°C; 4 h;
3: With hydrogenchloride in water
T=25°C; Product distribution / selectivity;
参考文献
Bayer Cropscience S.A.
Patent: US6683190 B1, 2004 ;
Location in patent: Page column 11 ;
反应条件
RuHCl(CO)(bis-(2-diphenylphosphinoethyl)amine); potassium hydroxide in toluene
T=110°C; 12 h; Inert atmosphere;
参考文献
Oldenhuis, Nathan J.; Dong, Vy M.; Guan, Zhibin
Tetrahedron, 2014 , vol. 70, # 27-28 p. 4213 - 4218
反应条件
hydrogen; palladium hydroxide on carbon in methanol
P=2844.39 Torr;
参考文献
MILLENNIUM PHARMACEUTICALS, INC.
Patent: WO2004/58709 A1, 2004 ;
Location in patent: Page 31; 37 ;
WO 2004/058709 A1
参考文献
Weidler; Bergson
Acta Chemica Scandinavica (1947-1973), 1964 , vol. 18, p. 1483,1485
反应条件
N-ethyl-N,N-diisopropylamine in toluene
18 h; Heating / reflux;
参考文献
Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.; Mortell, Kathleen H.; Nersesian, Diana L.; Schrimpf, Michael R.
Patent: US2005/101602 A1, 2005 ;
Location in patent: Page/Page column 31-32 ;
反应条件
1.1: chloroform / 0 °C
2.1: AlCl3, aluminium chloride / 1,2-dichloro-ethane / 4 h / 20 - 60 °C
3.1: sodium hypochlorite; sodium hydroxide / methanol; water / 2 h / 20 - 60 °C
4.1: ruthenium on carbon; ammonia; hydrogen / water / 144 h / 90 - 150 °C / 52505.3 Torr
5.1: sodium hydroxide / tetrahydrofuran; water / 0.5 h / 0 °C
5.2: 48 h / 20 °C
5.3: 3 - 4 h
View Scheme
参考文献
Paleek, Jii; Zweigerdt, Robert; Olmer, Ruth; Martin, Ulrich; Kirschning, Andreas; Draeger, Gerald
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 15 p. 5503 - 5510
反应条件
1: MgSO4 / CH2Cl2
2: CuI; BF3*Et2O / tetrahydrofuran / -65 - -30 °C
View Scheme
参考文献
Gingras, Karine; Avedissian, Hovsep; Thouin, Eryk; Boulanger, Veronique; Essagian, Charles; McKerracher, Lisa; Lubell, William D.
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 19 p. 4931 - 4934
反应条件
copper(l) iodide in N,N-dimethyl acetamide
T=20°C;
参考文献
Hu, Ping; Wang, Qiang; Yan, Yizhe; Zhang, Shuai; Zhang, Baiqun; Wang, Zhiyong
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 26 p. 4304 - 4307