(2alpha,4alpha,4abeta,9abeta)-(+)-2,3,4,4a,9,9a-六氢-6,8-二羟基-3,3,4a-三甲基-7-(3-甲基-1-氧代丁基)-2,4-甲桥-1H-氧杂蒽-5-甲醛合成路线 （共 6 条）
→
130304-62-0(2alpha,3alpha,4abeta,9abeta)-(+)-2,3,4,4a,9,9a-六氢-6,8-二羟基-3,3,4a-三甲基-5-(3-甲基-1-氧代丁基)-2,4-甲桥-1H-氧杂蒽-7-甲醛+ 130288-57-2(2alpha,4alpha,4abeta,9abeta)-(+)-2,3,4,4a,9,9a-六氢-6,8-二羟基-3,3,4a-三甲基-7-(3-甲基-1-氧代丁基)-2,4-甲桥-1H-氧杂蒽-5-甲醛
反应条件
2,3-dicyano-5,6-dichloro-p-benzoquinone in nitromethane T=50°C; 2 h;
参考文献
Bharate, Sandip B.; Bhutani, Kamlesh K.; Khan, Shabana I.; Tekwani, Babu L.; Jacob, Melissa R.; Khan, Ikhlas A.; Singh, Inder Pal
Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 6 p. 1750 - 1760
→
130288-57-2(2alpha,4alpha,4abeta,9abeta)-(+)-2,3,4,4a,9,9a-六氢-6,8-二羟基-3,3,4a-三甲基-7-(3-甲基-1-氧代丁基)-2,4-甲桥-1H-氧杂蒽-5-甲醛
反应条件
1: 70 percent / AlCl3 / CS2 / 0.5 h / 50 °C 2: POCl3 / ethyl acetate / 0.5 h / 20 °C 3: potassium hydroxide / methanol / 2 h / Heating 4: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / nitromethane / 2 h / 50 °C View Scheme
参考文献
Bharate, Sandip B.; Bhutani, Kamlesh K.; Khan, Shabana I.; Tekwani, Babu L.; Jacob, Melissa R.; Khan, Ikhlas A.; Singh, Inder Pal
Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 6 p. 1750 - 1760
→
130288-57-2(2alpha,4alpha,4abeta,9abeta)-(+)-2,3,4,4a,9,9a-六氢-6,8-二羟基-3,3,4a-三甲基-7-(3-甲基-1-氧代丁基)-2,4-甲桥-1H-氧杂蒽-5-甲醛
反应条件
1: 70 percent / AlCl3 / CS2 / 0.5 h / 50 °C 2: POCl3 / ethyl acetate / 0.5 h / 20 °C 3: potassium hydroxide / methanol / 2 h / Heating 4: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / nitromethane / 2 h / 50 °C View Scheme
参考文献
Bharate, Sandip B.; Bhutani, Kamlesh K.; Khan, Shabana I.; Tekwani, Babu L.; Jacob, Melissa R.; Khan, Ikhlas A.; Singh, Inder Pal
Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 6 p. 1750 - 1760
→
130288-57-2(2alpha,4alpha,4abeta,9abeta)-(+)-2,3,4,4a,9,9a-六氢-6,8-二羟基-3,3,4a-三甲基-7-(3-甲基-1-氧代丁基)-2,4-甲桥-1H-氧杂蒽-5-甲醛
反应条件
1: 41.6 percent / TiCl4 / CH2Cl2 / 2 h / -20 °C 2: Et4NOTs, DDQ / nitromethane / Ambient temperature; electrolysis: <poly(tetrafluoroethylene)>fibre coated glassy carbon anode, Pt cathode, 2.2 F View Scheme
参考文献
Chiba, Kazuhiro; Arakawa, Takaaki; Tada, Masahiro
Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 17 p. 2939 - 2942
→
130288-57-2(2alpha,4alpha,4abeta,9abeta)-(+)-2,3,4,4a,9,9a-六氢-6,8-二羟基-3,3,4a-三甲基-7-(3-甲基-1-氧代丁基)-2,4-甲桥-1H-氧杂蒽-5-甲醛
反应条件
1: 84.6 percent / TiCl4 / CH2Cl2 / 0.5 h / Ambient temperature 2: 83.4 percent / TiCl4 / CH2Cl2 / 48 h / Ambient temperature 3: 41.6 percent / TiCl4 / CH2Cl2 / 2 h / -20 °C 4: Et4NOTs, DDQ / nitromethane / Ambient temperature; electrolysis: <poly(tetrafluoroethylene)>fibre coated glassy carbon anode, Pt cathode, 2.2 F View Scheme
参考文献
Chiba, Kazuhiro; Arakawa, Takaaki; Tada, Masahiro
Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 17 p. 2939 - 2942
→
130304-62-0(2alpha,3alpha,4abeta,9abeta)-(+)-2,3,4,4a,9,9a-六氢-6,8-二羟基-3,3,4a-三甲基-5-(3-甲基-1-氧代丁基)-2,4-甲桥-1H-氧杂蒽-7-甲醛+ 130288-57-2(2alpha,4alpha,4abeta,9abeta)-(+)-2,3,4,4a,9,9a-六氢-6,8-二羟基-3,3,4a-三甲基-7-(3-甲基-1-氧代丁基)-2,4-甲桥-1H-氧杂蒽-5-甲醛
反应条件
tetraethylammonium p-toluenesulfonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone in nitromethane Ambient temperatureelectrolysis: <poly(tetrafluoroethylene)>fibre coated glassy carbon anode, Pt cathode, 2.2 F; Yield given. Yields of byproduct given;
参考文献
Chiba, Kazuhiro; Arakawa, Takaaki; Tada, Masahiro
Journal of the Chemical Society - Perkin Transactions 1, 1998 , # 17 p. 2939 - 2942
