(R)-(-)-咯利普兰合成路线 （共 64 条）
反应条件
1: 48 percent / (R,R')-α,α'-dimethyldibenzylamide, nBuLi / tetrahydrofuran / -100 °C
2: 1.) O3; 2.) NaBH4; 3.) 2N HCl / 1.) MeOH, -78 deg C; 2.) MeOH, r.t.; 3.) r.t.
3: 3N KOH / Ambient temperature
4: diethyl ether / 0 °C
5: 97 percent / diphenylphosphoryl azide, triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0 °C
6: Mg / methanol / Ambient temperature
View Scheme
参考文献
Honda, Toshio; Ishikawa, Fumihiro; Kanai, Kazuo; Sato, Shigeki; Kato, Daishiro; Tominaga, Hideo
Heterocycles, 1996 , vol. 42, # 1 p. 109 - 112
反应条件
1: 3N KOH / Ambient temperature
2: diethyl ether / 0 °C
3: 97 percent / diphenylphosphoryl azide, triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0 °C
4: Mg / methanol / Ambient temperature
View Scheme
参考文献
Honda, Toshio; Ishikawa, Fumihiro; Kanai, Kazuo; Sato, Shigeki; Kato, Daishiro; Tominaga, Hideo
Heterocycles, 1996 , vol. 42, # 1 p. 109 - 112
反应条件
1: 97 percent / diphenylphosphoryl azide, triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0 °C
2: Mg / methanol / Ambient temperature
View Scheme
参考文献
Honda, Toshio; Ishikawa, Fumihiro; Kanai, Kazuo; Sato, Shigeki; Kato, Daishiro; Tominaga, Hideo
Heterocycles, 1996 , vol. 42, # 1 p. 109 - 112
反应条件
1: 1.) O3; 2.) NaBH4; 3.) 2N HCl / 1.) MeOH, -78 deg C; 2.) MeOH, r.t.; 3.) r.t.
2: 3N KOH / Ambient temperature
3: diethyl ether / 0 °C
4: 97 percent / diphenylphosphoryl azide, triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 0 °C
5: Mg / methanol / Ambient temperature
View Scheme
参考文献
Honda, Toshio; Ishikawa, Fumihiro; Kanai, Kazuo; Sato, Shigeki; Kato, Daishiro; Tominaga, Hideo
Heterocycles, 1996 , vol. 42, # 1 p. 109 - 112
反应条件
1: acetic anhydride / 0.5 h / 110 °C / |Inert atmosphere
2: QNH / toluene / 72 h / -30 °C / |Inert atmosphere
3: triethylamine; diphenyl phosphoryl azide / 95 °C / |Inert atmosphere
4: 110 °C
View Scheme
参考文献
Ivsic, Trpimir; Hamersak, Zdenko
Tetrahedron Asymmetry, 2013 , vol. 24, # 4 p. 217 - 222
反应条件
1: QNH / toluene / 72 h / -30 °C / |Inert atmosphere
2: triethylamine; diphenyl phosphoryl azide / 95 °C / |Inert atmosphere
3: 110 °C
View Scheme
参考文献
Ivsic, Trpimir; Hamersak, Zdenko
Tetrahedron Asymmetry, 2013 , vol. 24, # 4 p. 217 - 222
反应条件
1: potassium hydroxide; water / ethanol / 96 h / 20 °C / |Inert atmosphere
2: acetic anhydride / 0.5 h / 110 °C / |Inert atmosphere
3: QNH / toluene / 72 h / -30 °C / |Inert atmosphere
4: triethylamine; diphenyl phosphoryl azide / 95 °C / |Inert atmosphere
5: 110 °C
View Scheme
参考文献
Ivsic, Trpimir; Hamersak, Zdenko
Tetrahedron Asymmetry, 2013 , vol. 24, # 4 p. 217 - 222
反应条件
1: hydrogen / methanol / 12 h / 20 °C
2: sodium hydroxide / tetrahydrofuran; water / 2 h / Reflux
3: thionyl chloride / methanol / 2 h / 20 °C / Cooling with ice
4: toluene / 2 h / Reflux
View Scheme
参考文献
Wen, Lixin; Tang, Feiyu; Ge, Chengsheng; Wang, Xiaodong; Han, Zhi; Wu, Jianyi
Synthetic Communications, 2012 , vol. 42, # 22 p. 3288 - 3295
反应条件
1: triethylamine; diphenyl phosphoryl azide / toluene / 0.5 h / |Inert atmosphere; |Heating
2: hydrogenchloride; water / toluene / 20 °C
3: toluene / 110 °C / |Inert atmosphere
View Scheme
参考文献
Ivsic, Trpimir; Hamersak, Zdenko
Tetrahedron Asymmetry, 2013 , vol. 24, # 4 p. 217 - 222
反应条件
1: hydrogenchloride / toluene; water / |Inert atmosphere
2: triethylamine; diphenyl phosphoryl azide / toluene / 0.5 h / |Inert atmosphere; |Heating
3: hydrogenchloride; water / toluene / 20 °C
4: toluene / 110 °C / |Inert atmosphere
View Scheme
参考文献
Ivsic, Trpimir; Hamersak, Zdenko
Tetrahedron Asymmetry, 2013 , vol. 24, # 4 p. 217 - 222
