(17beta)-3,17-二(甲氧基甲氧基)雌甾-1,3,5(10)-三烯合成路线 (共 9 条)
反应条件
N-ethyl-N,N-diisopropylamine in tetrahydrofuran Heating;
参考文献
Lovely, Carl J.; Gilbert, Nancy E.; Liberto, Muriel M.; Sharp, Damon W.; Lin, Young C.; Brueggemeier, Robert W.
Journal of Medicinal Chemistry, 1996 , vol. 39, # 9 p. 1917 - 1923
反应条件
sodium hydride 1.) THF, 2.) THF, 35 - 40 deg C, 15 h; Yield given. Multistep reaction;
参考文献
Australian Journal of Chemistry, , vol. 40, # 2 p. 303 - 309
反应条件
sodium hydride 1.) THF, DMSO, 2.) THF, DMSO, 35 - 40 deg C, 3 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Australian Journal of Chemistry, , vol. 40, # 2 p. 303 - 309
反应条件
1.1: sec-BuLi / tetrahydrofuran; cyclohexane / 2 h / -78 °C 1.2: trimethyl borate / tetrahydrofuran; cyclohexane / 5 h / -78 - 20 °C 1.3: 95 percent / aq. H2O2; NaOH / tetrahydrofuran; cyclohexane / 8 h / 20 °C 2.1: K2CO3; TBAI / dimethylformamide / 25 h / 20 °C 3.1: aq, HCl / tetrahydrofuran / 6 h / 20 °C 4.1: 89 percent / aluminum isopropoxide / toluene; cyclohexane / 20 h / 145 - 150 °C View Scheme
参考文献
Edsall, Allison B.; Mohanakrishnan, Arasambattu K.; Yang, Donglai; Fanwick, Philip E.; Hamel, Ernest; Hanson, Arthur D.; Agoston, Gregory E.; Cushman, Mark
Journal of Medicinal Chemistry, 2004 , vol. 47, # 21 p. 5126 - 5139
反应条件
1.1: sec-BuLi / tetrahydrofuran; cyclohexane / 2 h / -78 °C 1.2: trimethyl borate / tetrahydrofuran; cyclohexane / 5 h / -78 - 20 °C 1.3: 95 percent / aq. H2O2; NaOH / tetrahydrofuran; cyclohexane / 8 h / 20 °C 2.1: K2CO3; TBAI / dimethylformamide / 25 h / 20 °C 3.1: aq, HCl / tetrahydrofuran / 6 h / 20 °C View Scheme
参考文献
Wang, Min; Xu, Lu; Gao, Mingzhang; Miller, Kathy D.; Sledge, George W.; Zheng, Qi-Huang
Steroids, 2012 , vol. 77, # 8-9 p. 864 - 870
反应条件
aluminium trichloride; lauryl mercaptan T=20°C; 1 h;
参考文献
Node, Manabu; Kumar, Kamal; Nishide, Kiyoharu; Ohsugi, Shin-Ichi; Miyamoto, Tetsuo
Tetrahedron Letters, 2001 , vol. 42, # 52 p. 9207 - 9210
Title/Abstract Full Text View citing articles Show Details
Nishide, Kiyoharu; Ohsugi, Shin-Ichi; Miyamoto, Tetsuo; Kumar, Kamal; Node, Manabu
Monatshefte fur Chemie, 2004 , vol. 135, # 2 p. 189 - 200
反应条件
1: estra-1,3,5(10)-triene-3,17β-diol 3,17β-bis(methoxymethoxy) ether With sec.-butyllithium in tetrahydrofuran; cyclohexane T=-78°C; 2.5 h; 2: N,N-dimethyl-formamide in tetrahydrofuran; cyclohexane T=-78 - 23°C; 3 h;
参考文献
Hughes, Richard A.; Harris, Trudi; Altmann, Emile; McAllister, David; Vlahos, Ross; Robertson, Alan; Cushman, Mark; Wang, Zhiqiang; Stewart, Alastair G.
Molecular Pharmacology, 2002 , vol. 61, # 5 p. 1053 - 1069
反应条件
1: 1.) s-BuLi / 1.) THF, -78 deg C, 90 min, 2.) THF, RT, 16 h 2: 640 mg / N-bromosuccinimide / CHCl3 / 0.5 h / Ambient temperature View Scheme
参考文献
Pert, Derek J.; Ridley, Damon D.
Australian Journal of Chemistry, 1987 , vol. 40, # 2 p. 303 - 309
反应条件
1: With sec.-butyllithium in tetrahydrofuran; cyclohexane T=-78°C; 2 h; 2: With boric acid trimethyl ester in tetrahydrofuran; cyclohexane T=-78 - 20°C; 5 h; 3: With sodium hydroxide; dihydrogen peroxide in tetrahydrofuran; cyclohexane T=20°C; 8 h;
参考文献
Edsall, Allison B.; Mohanakrishnan, Arasambattu K.; Yang, Donglai; Fanwick, Philip E.; Hamel, Ernest; Hanson, Arthur D.; Agoston, Gregory E.; Cushman, Mark
Journal of Medicinal Chemistry, 2004 , vol. 47, # 21 p. 5126 - 5139