乙基4-[(1E)-2-(4,4-二甲基-3,4-二氢-2H-苯并吡喃-6-基)-1-丙烯-1-基]苯甲酸酯合成路线 （共 17 条）
反应条件
n-butyllithium in ethanol; hexane
参考文献
The Board of Regents for the Oklahoma Agricultural and Mechanical College acting for and on behalf of Oklahoma State University
Patent: US4826984 A1, 1989 ;
反应条件
15-crown-5; sodium hydride in tetrahydrofuran
16 h; Ambient temperature;
参考文献
Dawson, Marcia I.; Hobbs, Peter D.; Derdzinski, Krzysztof; Chan, Rebecca L.-S.; Gruber, John; et al.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 11 p. 1516 - 1531
反应条件
in tetrahydrofuran; methanol; water
参考文献
Hoffmann-La Roche Inc.
Patent: US4678793 A1, 1987 ;
反应条件
1: 76.5 percent / AlCl3 / nitromethane / 6 h / Ambient temperature
2: 59.4 percent / LiAlH4 / diethyl ether / 24 h / Heating
3: 80.3 percent / methanol / 24 h / Ambient temperature
4: 1.) n-BuLi / 1.) ether, hexane, RT, 5 min, 2.) ether, hexane, RT, 36 h
View Scheme
参考文献
Waugh, Kristy M.; Berlin, K. Darrell; Ford, Warren T.; Holt, Elizabeth M.; Carrol, John P.; et al.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 1 p. 116 - 124
反应条件
1: 87.1 percent / p-TsOH / 36 h / Heating
2: 76.4 percent / diethyl ether; tetrahydrofuran / 24 h / Heating
3: 62 percent / AlCl3 / nitromethane / 24 h / Ambient temperature
4: 76.5 percent / AlCl3 / nitromethane / 6 h / Ambient temperature
5: 59.4 percent / LiAlH4 / diethyl ether / 24 h / Heating
6: 80.3 percent / methanol / 24 h / Ambient temperature
7: 1.) n-BuLi / 1.) ether, hexane, RT, 5 min, 2.) ether, hexane, RT, 36 h
View Scheme
参考文献
Waugh, Kristy M.; Berlin, K. Darrell; Ford, Warren T.; Holt, Elizabeth M.; Carrol, John P.; et al.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 1 p. 116 - 124
反应条件
1: 76.4 percent / diethyl ether; tetrahydrofuran / 24 h / Heating
2: 62 percent / AlCl3 / nitromethane / 24 h / Ambient temperature
3: 76.5 percent / AlCl3 / nitromethane / 6 h / Ambient temperature
4: 59.4 percent / LiAlH4 / diethyl ether / 24 h / Heating
5: 80.3 percent / methanol / 24 h / Ambient temperature
6: 1.) n-BuLi / 1.) ether, hexane, RT, 5 min, 2.) ether, hexane, RT, 36 h
View Scheme
参考文献
Waugh, Kristy M.; Berlin, K. Darrell; Ford, Warren T.; Holt, Elizabeth M.; Carrol, John P.; et al.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 1 p. 116 - 124
反应条件
1: 59.4 percent / LiAlH4 / diethyl ether / 24 h / Heating
2: 80.3 percent / methanol / 24 h / Ambient temperature
3: 1.) n-BuLi / 1.) ether, hexane, RT, 5 min, 2.) ether, hexane, RT, 36 h
View Scheme
参考文献
Waugh, Kristy M.; Berlin, K. Darrell; Ford, Warren T.; Holt, Elizabeth M.; Carrol, John P.; et al.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 1 p. 116 - 124
反应条件
1: 80.3 percent / methanol / 24 h / Ambient temperature
2: 1.) n-BuLi / 1.) ether, hexane, RT, 5 min, 2.) ether, hexane, RT, 36 h
View Scheme
参考文献
Waugh, Kristy M.; Berlin, K. Darrell; Ford, Warren T.; Holt, Elizabeth M.; Carrol, John P.; et al.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 1 p. 116 - 124
反应条件
1: 62 percent / AlCl3 / nitromethane / 24 h / Ambient temperature
2: 76.5 percent / AlCl3 / nitromethane / 6 h / Ambient temperature
3: 59.4 percent / LiAlH4 / diethyl ether / 24 h / Heating
4: 80.3 percent / methanol / 24 h / Ambient temperature
5: 1.) n-BuLi / 1.) ether, hexane, RT, 5 min, 2.) ether, hexane, RT, 36 h
View Scheme
参考文献
Waugh, Kristy M.; Berlin, K. Darrell; Ford, Warren T.; Holt, Elizabeth M.; Carrol, John P.; et al.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 1 p. 116 - 124
反应条件
1: pyridine / tetrahydrofuran / 3 h / Heating
2: 1.) SnCl4 / 1.) 5 min, 2.) CS2, RT, 17 h
3: 89 percent / SnCl4 / CS2 / 3 h / Ambient temperature
4: 57 percent / NaH, 15-crown-5 / tetrahydrofuran / 16 h / Ambient temperature
View Scheme
参考文献
Dawson, Marcia I.; Hobbs, Peter D.; Derdzinski, Krzysztof; Chan, Rebecca L.-S.; Gruber, John; et al.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 11 p. 1516 - 1531
