7-[3,5-二[(四氢-2H-吡喃-2-基)氧基]-2-[4-苯氧基-3-[(四氢-2H-吡喃-2-基)氧基]-1-丁烯基]环戊基]-2-苯基硒基-5-庚烯酸甲酯合成路线 （共 9 条）
反应条件
1: 1.) NaH / 1.) THF, 25 deg C, 20 min, 2.) THF, from 25 deg C to 60 deg C, 4.5 h
2: 36 percent / NaBH4 / methanol; tetrahydrofuran / -45 °C
3: K2CO3 / methanol / 1 h / 50 °C
4: p-toluenesulfonic acid / CH2Cl2 / 0.33 h / 25 °C
5: 1.) LDA / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) 20 deg C, 30 min
View Scheme
参考文献
Hayashi, Masaki; Arai, Yoshinobu; Wakatsuka, Hirohisa; Kawamura, Masanori; Konishi, Yoshitaka; et al.
Journal of Medicinal Chemistry, 1980 , vol. 23, # 5 p. 525 - 535
反应条件
1: 1.) NaH / 1.) THF, 25 deg C, 20 min, 2.) THF, from 25 deg C to 60 deg C, 4.5 h
2: 36 percent / NaBH4 / methanol; tetrahydrofuran / -45 °C
3: K2CO3 / methanol / 1 h / 50 °C
4: p-toluenesulfonic acid / CH2Cl2 / 0.33 h / 25 °C
5: 1.) LDA / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) 20 deg C, 30 min
View Scheme
参考文献
Hayashi, Masaki; Arai, Yoshinobu; Wakatsuka, Hirohisa; Kawamura, Masanori; Konishi, Yoshitaka; et al.
Journal of Medicinal Chemistry, 1980 , vol. 23, # 5 p. 525 - 535
反应条件
1: 90 percent / SO3-pyridine complex, Et3N / dimethylsulfoxide / 0.25 h / 20 °C
2: 1.) NaH / 1.) THF, 25 deg C, 20 min, 2.) THF, from 25 deg C to 60 deg C, 4.5 h
3: 36 percent / NaBH4 / methanol; tetrahydrofuran / -45 °C
4: K2CO3 / methanol / 1 h / 50 °C
5: p-toluenesulfonic acid / CH2Cl2 / 0.33 h / 25 °C
6: 1.) LDA / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) 20 deg C, 30 min
View Scheme
参考文献
Hayashi, Masaki; Arai, Yoshinobu; Wakatsuka, Hirohisa; Kawamura, Masanori; Konishi, Yoshitaka; et al.
Journal of Medicinal Chemistry, 1980 , vol. 23, # 5 p. 525 - 535
反应条件
1: pyridine / 15 h / 20 °C
2: 0.5 N aq. HCl / tetrahydrofuran / -5 °C
3: 90 percent / SO3-pyridine complex, Et3N / dimethylsulfoxide / 0.25 h / 20 °C
4: 1.) NaH / 1.) THF, 25 deg C, 20 min, 2.) THF, from 25 deg C to 60 deg C, 4.5 h
5: 36 percent / NaBH4 / methanol; tetrahydrofuran / -45 °C
6: K2CO3 / methanol / 1 h / 50 °C
7: p-toluenesulfonic acid / CH2Cl2 / 0.33 h / 25 °C
8: 1.) LDA / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) 20 deg C, 30 min
View Scheme
参考文献
Hayashi, Masaki; Arai, Yoshinobu; Wakatsuka, Hirohisa; Kawamura, Masanori; Konishi, Yoshitaka; et al.
Journal of Medicinal Chemistry, 1980 , vol. 23, # 5 p. 525 - 535
反应条件
1: 0.5 N aq. HCl / tetrahydrofuran / -5 °C
2: 90 percent / SO3-pyridine complex, Et3N / dimethylsulfoxide / 0.25 h / 20 °C
3: 1.) NaH / 1.) THF, 25 deg C, 20 min, 2.) THF, from 25 deg C to 60 deg C, 4.5 h
4: 36 percent / NaBH4 / methanol; tetrahydrofuran / -45 °C
5: K2CO3 / methanol / 1 h / 50 °C
6: p-toluenesulfonic acid / CH2Cl2 / 0.33 h / 25 °C
7: 1.) LDA / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) 20 deg C, 30 min
View Scheme
参考文献
Hayashi, Masaki; Arai, Yoshinobu; Wakatsuka, Hirohisa; Kawamura, Masanori; Konishi, Yoshitaka; et al.
Journal of Medicinal Chemistry, 1980 , vol. 23, # 5 p. 525 - 535
反应条件
1: p-toluenesulfonic acid / CH2Cl2 / 0.33 h / 25 °C
2: 1.) LDA / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) 20 deg C, 30 min
View Scheme
参考文献
Hayashi, Masaki; Arai, Yoshinobu; Wakatsuka, Hirohisa; Kawamura, Masanori; Konishi, Yoshitaka; et al.
Journal of Medicinal Chemistry, 1980 , vol. 23, # 5 p. 525 - 535
反应条件
1: 36 percent / NaBH4 / methanol; tetrahydrofuran / -45 °C
2: K2CO3 / methanol / 1 h / 50 °C
3: p-toluenesulfonic acid / CH2Cl2 / 0.33 h / 25 °C
4: 1.) LDA / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) 20 deg C, 30 min
View Scheme
参考文献
Hayashi, Masaki; Arai, Yoshinobu; Wakatsuka, Hirohisa; Kawamura, Masanori; Konishi, Yoshitaka; et al.
Journal of Medicinal Chemistry, 1980 , vol. 23, # 5 p. 525 - 535
反应条件
1: K2CO3 / methanol / 1 h / 50 °C
2: p-toluenesulfonic acid / CH2Cl2 / 0.33 h / 25 °C
3: 1.) LDA / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) 20 deg C, 30 min
View Scheme
参考文献
Hayashi, Masaki; Arai, Yoshinobu; Wakatsuka, Hirohisa; Kawamura, Masanori; Konishi, Yoshitaka; et al.
Journal of Medicinal Chemistry, 1980 , vol. 23, # 5 p. 525 - 535
反应条件
lithium diisopropyl amide
1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, a) -78 deg C, 30 min, b) 20 deg C, 30 min; Yield given. Multistep reaction;
参考文献
Hayashi, Masaki; Arai, Yoshinobu; Wakatsuka, Hirohisa; Kawamura, Masanori; Konishi, Yoshitaka; et al.
Journal of Medicinal Chemistry, 1980 , vol. 23, # 5 p. 525 - 535
