(3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇 合成路线 （共 38 条）
→
反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: pyridine / 1 h / 0 °C
2: 1,3-dibromo-5,5-dimethyl-imidazolidine-2,4-dione / benzene; hexane / 0.5 h / 70 °C
3: 2,4,6-trimethylpyridine / toluene / 2 h / Heating
4: tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
5: 72 percent / pyridine; 4-(dimethylamino)pyridine / 2 h / 50 °C
6: 100 percent / Li2CuCl3 / tetrahydrofuran / -30 - 20 °C
7: 69 percent / H2SO4 / dioxane / 70 h / Heating
View Scheme
参考文献
Blume, Thorsten; Guttzeit, Marc; Kuhnke, Joachim; Zorn, Ludwig
→
反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
2: 72 percent / pyridine; 4-(dimethylamino)pyridine / 2 h / 50 °C
3: 100 percent / Li2CuCl3 / tetrahydrofuran / -30 - 20 °C
4: 69 percent / H2SO4 / dioxane / 70 h / Heating
View Scheme
参考文献
Blume, Thorsten; Guttzeit, Marc; Kuhnke, Joachim; Zorn, Ludwig
→
反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 100 percent / Li2CuCl3 / tetrahydrofuran / -30 - 20 °C
2: 69 percent / H2SO4 / dioxane / 70 h / Heating
View Scheme
参考文献
Blume, Thorsten; Guttzeit, Marc; Kuhnke, Joachim; Zorn, Ludwig
→
反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 1,3-dibromo-5,5-dimethyl-imidazolidine-2,4-dione / benzene; hexane / 0.5 h / 70 °C
2: 2,4,6-trimethylpyridine / toluene / 2 h / Heating
3: tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C
4: 72 percent / pyridine; 4-(dimethylamino)pyridine / 2 h / 50 °C
5: 100 percent / Li2CuCl3 / tetrahydrofuran / -30 - 20 °C
6: 69 percent / H2SO4 / dioxane / 70 h / Heating
View Scheme
参考文献
Blume, Thorsten; Guttzeit, Marc; Kuhnke, Joachim; Zorn, Ludwig
→
反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
n-butyllithium in tetrahydrofuran
Wittig reaction;
参考文献
Murray, Anthony; Gronvald, Frederik C.; Nielsen, Jane K.; Faarup, Peter
→
反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 97 percent / LiAlH4 / tetrahydrofuran
2: 92 percent / imidazole / dimethylformamide
3: 48 percent / dimethylbromohydantoin / hexane; benzene
4: quinaldine / xylene
5: 55 percent / HCl / ethanol; benzene / Heating
6: 70 percent / TPAP; NMO / CH2Cl2
7: 50 percent / BuLi / tetrahydrofuran
8: 72 percent / LiAlH4 / tetrahydrofuran
View Scheme
参考文献
Murray, Anthony; Gronvald, Frederik C.; Nielsen, Jane K.; Faarup, Peter
→
反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 70 percent / TPAP; NMO / CH2Cl2
2: 50 percent / BuLi / tetrahydrofuran
3: 72 percent / LiAlH4 / tetrahydrofuran
View Scheme
参考文献
Murray, Anthony; Gronvald, Frederik C.; Nielsen, Jane K.; Faarup, Peter
→
反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 92 percent / imidazole / dimethylformamide
2: 48 percent / dimethylbromohydantoin / hexane; benzene
3: quinaldine / xylene
4: 55 percent / HCl / ethanol; benzene / Heating
5: 70 percent / TPAP; NMO / CH2Cl2
6: 50 percent / BuLi / tetrahydrofuran
7: 72 percent / LiAlH4 / tetrahydrofuran
View Scheme
参考文献
Murray, Anthony; Gronvald, Frederik C.; Nielsen, Jane K.; Faarup, Peter
→
反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 55 percent / HCl / ethanol; benzene / Heating
2: 70 percent / TPAP; NMO / CH2Cl2
3: 50 percent / BuLi / tetrahydrofuran
4: 72 percent / LiAlH4 / tetrahydrofuran
View Scheme
参考文献
Murray, Anthony; Gronvald, Frederik C.; Nielsen, Jane K.; Faarup, Peter
→
反应条件
64284-64-6 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
反应条件
1: 48 percent / dimethylbromohydantoin / hexane; benzene
2: quinaldine / xylene
3: 55 percent / HCl / ethanol; benzene / Heating
4: 70 percent / TPAP; NMO / CH2Cl2
5: 50 percent / BuLi / tetrahydrofuran
6: 72 percent / LiAlH4 / tetrahydrofuran
View Scheme
参考文献
Murray, Anthony; Gronvald, Frederik C.; Nielsen, Jane K.; Faarup, Peter
