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
1: 1.) NaH / 1.) THF, 0 deg C, 10 min, 2.) THF, 0 deg C to RT, 3 h
2: 77 percent / AlCl3 / CH2Cl2 / 63 h / Ambient temperature
3: LiAlH4 / tetrahydrofuran / 2 h / Heating
4: 4.31 g / pyridine, MeSO2Cl / 1 h / 0 °C
5: 89 percent / SnCl4 / CS2 / 3 h / Ambient temperature
6: 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
反应条件
1: LiAlH4 / tetrahydrofuran / 2 h / Heating
2: 4.31 g / pyridine, MeSO2Cl / 1 h / 0 °C
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
反应条件
1: 1.) SnCl4 / 1.) 5 min, 2.) CS2, RT, 17 h
2: 89 percent / SnCl4 / CS2 / 3 h / Ambient temperature
3: 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
反应条件
1: 4.31 g / pyridine, MeSO2Cl / 1 h / 0 °C
2: 89 percent / SnCl4 / CS2 / 3 h / Ambient temperature
3: 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
反应条件
1: 77 percent / AlCl3 / CH2Cl2 / 63 h / Ambient temperature
2: LiAlH4 / tetrahydrofuran / 2 h / Heating
3: 4.31 g / pyridine, MeSO2Cl / 1 h / 0 °C
4: 89 percent / SnCl4 / CS2 / 3 h / Ambient temperature
5: 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
反应条件
1: 1.) NaH / 1.) THF, 0 deg C, 10 min, 2.) THF, 0 deg C to RT, 3 h
2: 77 percent / AlCl3 / CH2Cl2 / 63 h / Ambient temperature
3: LiAlH4 / tetrahydrofuran / 2 h / Heating
4: 4.31 g / pyridine, MeSO2Cl / 1 h / 0 °C
5: 89 percent / SnCl4 / CS2 / 3 h / Ambient temperature
6: 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
反应条件
n-butyllithium
1.) ether, hexane, RT, 5 min, 2.) ether, hexane, RT, 36 h; Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
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
