(4R,6S)-6-[[(1E)-2-环丙基-4-(4-氟苯基)-3-喹啉基]乙烯基]-2,2-二甲基-1,3-二氧六环-4-乙酸叔丁酯合成路线 (共 27 条)
反应条件
1: in dimethyl sulfoxide T=35°C; Large scale; 2: With potassium carbonate in dimethyl sulfoxide T=70°C; 4 h; Large scale; SolventTimeTemperature;
参考文献
US2013/72688 A1, ;
Paragraph 0046-0050 ;
反应条件
caesium carbonate in dimethyl sulfoxide T=25 - 35°C; 3 h;
参考文献
WO2007/125547 A2, ;
Page/Page column 54; 71-72 ;
反应条件
potassium tert-butylate in tetrahydrofuran T=-30 - 20°C; Product distribution / selectivity;
参考文献
WO2010/77062 A2, ;
Page/Page column 13-14 ;
反应条件
potassium carbonate in dimethyl sulfoxide T=75°C; 7 h;
参考文献
US2012/16129 A1, ;
Page/Page column 13 ;
反应条件
bis(η3-allyl-μ-chloropalladium(II)); tetrabutyl ammonium fluoride in tetrahydrofuran T=60°C; 0.5 h;
参考文献
Bulletin of the Chemical Society of Japan, , vol. 68, # 9 p. 2649 - 2656
反应条件
1: 60 percent / Zn / tetrahydrofuran / 1 h / 80 °C 2: 1.) diethylmethoxyborane, 2.) sodium borohydride / 1.) THF, methanol, -78 deg C, 10 min, 2.) THF, methanol, -78 deg C, 3 h 3: 81 percent / TBAF / tetrahydrofuran / 2 h / 0 °C 4: p-toluenesulfonic acid / 2 h / Ambient temperature 5: t-Bu3P*Pt(CH2=CHSiMe2)2O / 1 h / Ambient temperature 6: 80 percent / (η3-allylPdCl)2, TBAF / tetrahydrofuran / 0.5 h / 60 °C View Scheme
参考文献
Bulletin of the Chemical Society of Japan, , vol. 68, # 9 p. 2649 - 2656
反应条件
1: 60 percent / Zn / tetrahydrofuran / 1 h / 80 °C 2: 1.) diethylmethoxyborane, 2.) sodium borohydride / 1.) THF, methanol, -78 deg C, 10 min, 2.) THF, methanol, -78 deg C, 3 h 3: 81 percent / TBAF / tetrahydrofuran / 2 h / 0 °C 4: p-toluenesulfonic acid / 2 h / Ambient temperature 5: t-Bu3P*Pt(CH2=CHSiMe2)2O / 1 h / Ambient temperature 6: 80 percent / (η3-allylPdCl)2, TBAF / tetrahydrofuran / 0.5 h / 60 °C View Scheme
参考文献
Bulletin of the Chemical Society of Japan, , vol. 68, # 9 p. 2649 - 2656
反应条件
1: 81 percent / TBAF / tetrahydrofuran / 2 h / 0 °C 2: p-toluenesulfonic acid / 2 h / Ambient temperature 3: t-Bu3P*Pt(CH2=CHSiMe2)2O / 1 h / Ambient temperature 4: 80 percent / (η3-allylPdCl)2, TBAF / tetrahydrofuran / 0.5 h / 60 °C View Scheme
参考文献
Bulletin of the Chemical Society of Japan, , vol. 68, # 9 p. 2649 - 2656
反应条件
1: 1.) diethylmethoxyborane, 2.) sodium borohydride / 1.) THF, methanol, -78 deg C, 10 min, 2.) THF, methanol, -78 deg C, 3 h 2: 81 percent / TBAF / tetrahydrofuran / 2 h / 0 °C 3: p-toluenesulfonic acid / 2 h / Ambient temperature 4: t-Bu3P*Pt(CH2=CHSiMe2)2O / 1 h / Ambient temperature 5: 80 percent / (η3-allylPdCl)2, TBAF / tetrahydrofuran / 0.5 h / 60 °C View Scheme
参考文献
Bulletin of the Chemical Society of Japan, , vol. 68, # 9 p. 2649 - 2656
反应条件
1: 98 percent / phosphorus tribromide / CH2Cl2; toluene / 3 h / Ambient temperature 2: 100 percent / toluene / 12 h / Heating 3: 1.) lithium 2,2,6,6-tetramethylpiperidine / 1.) THF, RT, 30 min, 2.) THF, 3 h View Scheme
参考文献
Bulletin of the Chemical Society of Japan, , vol. 68, # 1 p. 364 - 372