(2S,3E)-4-溴-1-(4-氟苯氧基)-3-丁烯-2-醇合成路线 （共 7 条）
反应条件
lithium aluminium tetrahydride; aluminium trichloride in diethyl ether
0.5 h; Heating;
参考文献
Guilford, William J.; Bauman, John G.; Skuballa, Werner; Bauer, Shawn; Wei, Guo Ping; Davey, David; Schaefer, Caralee; Mallari, Cornell; Terkelsen, Jennifer; Tseng, Jih-Lie; Shen, Jun; Subramanyam, Babu; Schottelius, Arndt J.; Parkinson, John F.
Journal of Medicinal Chemistry, 2004 , vol. 47, # 8 p. 2157 - 2165
反应条件
1: With 2,2'-azo-bisisobutyronitrile
T=150°C;
2: With N-bromosuccinmide in dichloromethane
T=0°C;
参考文献
Phillips, Eifion D.; Chang, Hui-Fang; Holmquist, Christopher R.; McCauley, John P.
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 19 p. 3223 - 3226
反应条件
1: in tetrahydrofuran
T=-20°C;
2: With N-bromosuccinmide in dichloromethane
T=0°C;
参考文献
Phillips, Eifion D.; Chang, Hui-Fang; Holmquist, Christopher R.; McCauley, John P.
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 19 p. 3223 - 3226
反应条件
1.1: 56 percent / K2CO3 / acetonitrile / Heating
2.1: 98 percent / NaIO4/SiO2 / CH2Cl2
3.1: 71 percent / diethyl ether / -30 - 20 °C
4.1: 76 percent / NaOH
5.1: tetrahydrofuran / -20 °C
5.2: NBS / CH2Cl2 / 0 °C
View Scheme
参考文献
Phillips, Eifion D.; Chang, Hui-Fang; Holmquist, Christopher R.; McCauley, John P.
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 19 p. 3223 - 3226
反应条件
1.1: 71 percent / diethyl ether / -30 - 20 °C
2.1: 76 percent / NaOH
3.1: tetrahydrofuran / -20 °C
3.2: NBS / CH2Cl2 / 0 °C
View Scheme
参考文献
Phillips, Eifion D.; Chang, Hui-Fang; Holmquist, Christopher R.; McCauley, John P.
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 19 p. 3223 - 3226
反应条件
1.1: 98 percent / NaIO4/SiO2 / CH2Cl2
2.1: 71 percent / diethyl ether / -30 - 20 °C
3.1: 76 percent / NaOH
4.1: tetrahydrofuran / -20 °C
4.2: NBS / CH2Cl2 / 0 °C
View Scheme
参考文献
Phillips, Eifion D.; Chang, Hui-Fang; Holmquist, Christopher R.; McCauley, John P.
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 19 p. 3223 - 3226
反应条件
1.1: 76 percent / NaOH
2.1: tetrahydrofuran / -20 °C
2.2: NBS / CH2Cl2 / 0 °C
View Scheme
参考文献
Phillips, Eifion D.; Chang, Hui-Fang; Holmquist, Christopher R.; McCauley, John P.
Bioorganic and Medicinal Chemistry Letters, 2003 , vol. 13, # 19 p. 3223 - 3226
