(2R)-(-)-缩水甘油基对甲苯磺酸酯合成路线 (共 23 条)
反应条件
4-(N,N-dimethlyamino)pyridine; triethylamine in dichloromethane T=0°C; 1.5 h; Inert atmosphere;
参考文献
Weinstabl, Harald; Gaich, Tanja; Mulzer, Johann
Organic Letters, 2012 , vol. 14, # 11 p. 2834 - 2837
反应条件
hydrogenchloride; N,N-di-methylaminopyridine; potassium carbonate; triethylamine in water
参考文献
Daiso Co., LTd.
Patent: US5965753 A1, 1999 ;
反应条件
Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Journal of Organic Chemistry, , vol. 51, # 19 p. 3710 - 3712
反应条件
1: With copper(l) iodide in tetrahydrofuran T=-25°C; 20 h; 2: With sodium hydroxide in tetrahydrofuran; water
参考文献
Gontcharov, Alexander; Potoski, John; Khafizova, Gulnaz; Shaw, Chia-Cheng; Yu, Qing; Tadayon, Sam; Bernatchez, Michel; Lankau, Mark; Cantin, Michel; Stack, Gary; Gross, Jonathan; Zhou, Dahui
Organic Process Research and Development, 2010 , vol. 14, # 6 p. 1438 - 1447
反应条件
copper(l) iodide in tetrahydrofuran T=-25°C; 20 h;
参考文献
Gontcharov, Alexander; Potoski, John; Khafizova, Gulnaz; Shaw, Chia-Cheng; Yu, Qing; Tadayon, Sam; Bernatchez, Michel; Lankau, Mark; Cantin, Michel; Stack, Gary; Gross, Jonathan; Zhou, Dahui
Organic Process Research and Development, 2010 , vol. 14, # 6 p. 1438 - 1447
反应条件
1: (2S)-glycidyl 4-toluenesulfonate; potassium phtalimide 2: With hydrogenchloride T=20°C; 1 h; Title compound not separated from byproducts;
参考文献
Martinez Lagos, Fernando; Carballeira, Jose D.; Bermudez, Jose L.; Alvarez, Emilio; Sinisterra, Jose V.
Tetrahedron Asymmetry, 2004 , vol. 15, # 5 p. 763 - 770
反应条件
boron trifluoride diethyl etherate in dichloromethane T=4°C; 18 h; Yield given. Title compound not separated from byproducts;
参考文献
Guivisdalsky, Pedro N.; Bittman, Robert
Journal of the American Chemical Society, 1989 , vol. 111, # 8 p. 3077 - 3079
反应条件
1: phenol With sodium hydride in N,N-dimethyl-formamide T=0°C; Metallation; 2: (2S)-glycidyl 4-toluenesulfonate in N,N-dimethyl-formamide Alkylation;
参考文献
BAYER HEALTHCARE AG
Patent: WO2005/56544 A1, 2005 ;
Location in patent: Page/Page column 36 ;
WO 2005/056544 A1
反应条件
cesium fluoride in N,N-dimethyl-formamide T=20°C; Etherification; 30 h; Title compound not separated from byproducts;
参考文献
Kitaori, Kazuhiro; Furukawa, Yoshiro; Yoshimoto, Hiroshi; Otera, Junzo
Tetrahedron, 1999 , vol. 55, # 50 p. 14381 - 14390
反应条件
cesium fluoride in N,N-dimethyl-formamide T=20°C; Etherification; 12 h; Title compound not separated from byproducts;
参考文献
Kitaori, Kazuhiro; Furukawa, Yoshiro; Yoshimoto, Hiroshi; Otera, Junzo
Tetrahedron, 1999 , vol. 55, # 50 p. 14381 - 14390