(S)-(-)- α-甲基苄胺合成路线 (共 369 条)
反应条件
sodium tetrahydroborate; zirconium tetrachloride; (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol 1) THF, r.t., 20 h, 2) THF, r.t., 2 d; further reagent: ZrCl2-AlCl3; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Itsuno, Shinichi; Matsumoto, Takeshi; Sato, Daisuke; Inoue, Tsutomu
Journal of Organic Chemistry, 2000 , vol. 65, # 18 p. 5879 - 5881
反应条件
1: 1.) aq. Na2CO3 / 2.) CHCl3, 1 h, room t. 2: ethanol / 0.75 h / Heating 3: KOH / methanol; H2O / 44 h / Heating View Scheme
参考文献
Schonenberger; Brossi
Helvetica Chimica Acta, 1986 , vol. 69, # 6 p. 1486 - 1497
反应条件
1: 1.) n-butyllithium / 1) THF, hexane, -78 deg C, 3 h; 2) THF, hexane, -78 deg C, 12 - 26 h 2: hydroxylamine acetate / ethanol / 10 h / Ambient temperature View Scheme
参考文献
Yuanwei, Chen; Aiqiao, Mi; Xun, Xiao; Yaozhong, Jiang
Synthetic Communications, 1989 , vol. 19, # 7,8 p. 1423 - 1430
反应条件
1: 77 percent / boron trifluoride etherate / benzene / 12 h / Heating 2: 1.) n-butyllithium / 1) THF, hexane, -78 deg C, 3 h; 2) THF, hexane, -78 deg C, 12 - 26 h 3: hydroxylamine acetate / ethanol / 10 h / Ambient temperature View Scheme
参考文献
Yaozhong, Jiang; Peng, Guo; Guilan, Liu
Synthetic Communications, 1990 , vol. 20, # 1 p. 15 - 22
反应条件
1: tert-butyl hypochlorite / diethyl ether / 0.5 h / 0 °C 2: sodium ethoxide / ethanol / 1 h / 40 °C 3: 5percent sulfuric acid / H2O / 2 h / Ambient temperature View Scheme
参考文献
Ikota; Achiwa; Yamada
Chemical and Pharmaceutical Bulletin, 1983 , vol. 31, # 3 p. 887 - 894
反应条件
1: sodium ethoxide / ethanol / 1 h / 40 °C 2: 5percent sulfuric acid / H2O / 2 h / Ambient temperature View Scheme
参考文献
Ikota; Achiwa; Yamada
Chemical and Pharmaceutical Bulletin, 1983 , vol. 31, # 3 p. 887 - 894
反应条件
1: NaH / dimethylformamide / 1.) 0 deg C, 1 h, 2.) ambient temp., 5 h 2: (S)-(-)-2-amino-3-methyl-1,1-diphenylbutanol*borane / tetrahydrofuran / 24 h / 30 °C View Scheme
参考文献
Itsuno, Shinichi; Nakano, Michio; Miyazaki, Koji; Masuda, Hirofumi; Ito, Koichi; et al.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985 , p. 2039 - 2044
反应条件
1: 1) NaH / 1) DMF, 10 min, 0 deg C 2) 21 h, r.t. 2: 80 percent / NaOH / H2O; ethane-1,2-diol / 13 h / 110 °C View Scheme
参考文献
Tsunoda, Tetsuto; Sasaki, Osamu; Takeuchi, Osamu; Ito, Sho
Tetrahedron, 1991 , vol. 47, # 24 p. 3925 - 3934
反应条件
sodium hydroxide; triethanolamine in water T=120°C; 3 h;
参考文献
BASF AKTIENGESELLSCHAFT
Patent: WO2006/87321 A1, 2006 ;
Location in patent: Page/Page column 14 ;
反应条件
samarium diiodide; hydrogen; 1.) <(COD)Rh(1,2-bis((2R,5R)-2,5-diethylphospholano)-benzene)>+CF3SO3- 1.)-10 deg C, 24 h, isopropanol, 60 psi; 2.) methanol, THF, 30 min; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Burk, Mark J.; Martinez, Jose P.; Feaster, John E.; Cosford, Nick
Tetrahedron, 1994 , vol. 50, # 15 p. 4399 - 4428