(2R,3S)-5,7-二(苄氧基)-2-[3,4-二(苄氧基)苯基]-3-色满醇合成路线 (共 28 条)
反应条件
sodium hydride in N,N-dimethyl-formamide T=-78 - 20°C;
参考文献
Mustafa, Jamal; Khan, Riaz; Khan, Ikhlas A.; Ferreka, Daneel
Organic Preparations and Procedures International, 2004 , vol. 36, # 1 p. 61 - 67
反应条件
1: With pyridinium p-toluenesulfonate; orthoformic acid triethyl ester in 1,2-dichloro-ethane T=20 - 60°C; 5.33333 h; 2: With methanol; potassium carbonate in ethylene glycol dimethyl ether T=20°C; 18 h;
参考文献
Viton, Florian; Landreau, Cyrille; Rustidge, David; Robert, Fabien; Williamson, Gary; Barron, Denis
European Journal of Organic Chemistry, 2008 , # 36 p. 6069 - 6078
反应条件
potassium carbonate in N,N-dimethyl-formamide T=0 - 20°C;
参考文献
Tarascou, Isabelle; Barathieu, Karine; Andre, Yann; Pianet, Isabelle; Dufourc, Erick J.; Fouquet, Eric
European Journal of Organic Chemistry, 2006 , # 23 p. 5367 - 5377
反应条件
Ru(II)-rac-BINAP; hydrogen in tetrahydrofuran T=75°C; P=10343.2 Torr; 16 h; Reagent/catalyst;
参考文献
Sharma, Pradeep K.; Kolchinski, Alexander; Shea, Helene A.; Nair, Jayesh J.; Gou, Yanni; Romanczyk Jr., Leo J.; Schmitz, Harold H.
Organic Process Research and Development, 2007 , vol. 11, # 3 p. 422 - 430
反应条件
1: With tetra-(n-butyl)ammonium iodide in N,N-dimethyl-formamide T=0°C; 0.166667 h; 2: With water in N,N-dimethyl-formamide T=0 - 16°C; 16.4 h;
参考文献
Yano, Takahisa; Ohmori, Ken; Takahashi, Haruko; Kusumi, Takenori; Suzuki, Keisuke
Organic and Biomolecular Chemistry, 2012 , vol. 10, # 38 p. 7685 - 7688
反应条件
potassium hydroxide; water in methanol
参考文献
Nay; Monti; Nuhrich; Deffieux; Merillon; Vercauteren
Tetrahedron Letters, 2000 , vol. 41, # 47 p. 9049 - 9051
反应条件
potassium carbonate in N,N-dimethyl-formamide T=0 - 20°C; 15.5 h; Inert atmosphere;
参考文献
Nakamura, Saki; Oyama, Kin-ichi; Kondo, Tadao; Yoshida, Kumi
Heterocycles, 2007 , vol. 73, # C p. 451 - 460
反应条件
1.1: NaH / tetrahydrofuran; various solvent(s) / 2 h / 20 °C 2.1: 7.9 g / DIBAL / tetrahydrofuran; hexane / 2 h / -78 - 20 °C 3.1: 47.3 percent / silica gel supported H2SO4 / CH2Cl2 / 20 °C 4.1: imidazole / dimethylformamide / 20 °C 5.1: AD-mixα; methanesulfonamide / H2O; 2-methyl-propan-2-ol; CH2Cl2 / 0 °C 6.1: TBAF / tetrahydrofuran / 4 h / 20 °C 7.1: triethyl orthoformate; pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 5 h / 60 °C 7.2: K2CO3 / methanol; 1,2-dimethoxy-ethane / 20 °C View Scheme
参考文献
Viton, Florian; Landreau, Cyrille; Rustidge, David; Little, Gill; Robert, Fabien; Williamson, Gary; Barron, Denis
Journal of Labelled Compounds and Radiopharmaceuticals, 2010 , vol. 53, # 5-6 p. 371 - 374
反应条件
1.1: 7.9 g / DIBAL / tetrahydrofuran; hexane / 2 h / -78 - 20 °C 2.1: 47.3 percent / silica gel supported H2SO4 / CH2Cl2 / 20 °C 3.1: imidazole / dimethylformamide / 20 °C 4.1: AD-mixα; methanesulfonamide / H2O; 2-methyl-propan-2-ol; CH2Cl2 / 0 °C 5.1: TBAF / tetrahydrofuran / 4 h / 20 °C 6.1: triethyl orthoformate; pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 5 h / 60 °C 6.2: K2CO3 / methanol; 1,2-dimethoxy-ethane / 20 °C View Scheme
参考文献
Viton, Florian; Landreau, Cyrille; Rustidge, David; Little, Gill; Robert, Fabien; Williamson, Gary; Barron, Denis
Journal of Labelled Compounds and Radiopharmaceuticals, 2010 , vol. 53, # 5-6 p. 371 - 374
反应条件
1.1: 47.3 percent / silica gel supported H2SO4 / CH2Cl2 / 20 °C 2.1: imidazole / dimethylformamide / 20 °C 3.1: AD-mixα; methanesulfonamide / H2O; 2-methyl-propan-2-ol; CH2Cl2 / 0 °C 4.1: TBAF / tetrahydrofuran / 4 h / 20 °C 5.1: triethyl orthoformate; pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 5 h / 60 °C 5.2: K2CO3 / methanol; 1,2-dimethoxy-ethane / 20 °C View Scheme
参考文献
Viton, Florian; Landreau, Cyrille; Rustidge, David; Little, Gill; Robert, Fabien; Williamson, Gary; Barron, Denis
Journal of Labelled Compounds and Radiopharmaceuticals, 2010 , vol. 53, # 5-6 p. 371 - 374