(11bS)-2-(环己基羰基)-1,2,3,6,7,11B-六氢-4H-吡嗪并[2,1-a]异喹啉-4-酮合成路线 (共 10 条)
反应条件
sodium carbonate in dichloromethane
T=0 - 20°C; 2 h;
参考文献
Cedillo-Cruz, Alberto; Aguilar, Maria Isabel; Flores-Alamo, Marcos; Palomares-Alonso, Francisca; Jung-Cook, Helgi
Tetrahedron Asymmetry, 2014 , vol. 25, # 2 p. 133 - 140
反应条件
1: With sodium hydroxide in dichloromethane
T=20°C; 0.5 h;
2: With N-benzyl-N,N,N-trimethyl-ammonium chloride in dichloromethane
2 h; Reflux;
参考文献
Tsang, Althea S.-K.; Ingram, Katrin; Keiser, Jennifer; Hibbert, D. Brynn; Todd, Matthew H.
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 30 p. 4921 - 4924
反应条件
1.1: (-)-Dibenzoyl-L-tartaric acid / isopropyl alcohol; water / 24 h / 20 °C
2.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / |Cooling with ice
3.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.08 h / 0 °C
4.1: sodium hydroxide / dichloromethane / 0.5 h / 20 °C
4.2: 2 h / |Reflux
View Scheme
参考文献
Tsang, Althea S.-K.; Ingram, Katrin; Keiser, Jennifer; Hibbert, D. Brynn; Todd, Matthew H.
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 30 p. 4921 - 4924
反应条件
1.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / |Cooling with ice
2.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.08 h / 0 °C
3.1: sodium hydroxide / dichloromethane / 0.5 h / 20 °C
3.2: 2 h / |Reflux
View Scheme
参考文献
Tsang, Althea S.-K.; Ingram, Katrin; Keiser, Jennifer; Hibbert, D. Brynn; Todd, Matthew H.
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 30 p. 4921 - 4924
反应条件
1.1: potassium phosphate; copper(l) iodide / ethylene glycol; isopropyl alcohol / 24 h / 80 °C
2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 0.5 h / 20 °C
2.2: 20 °C
3.1: ammonia; hydrogen / methanol / 4 h / 20 °C / 5171.62 Torr
4.1: (-)-Dibenzoyl-L-tartaric acid / isopropyl alcohol; water / 24 h / 20 °C
5.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / |Cooling with ice
6.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.08 h / 0 °C
7.1: sodium hydroxide / dichloromethane / 0.5 h / 20 °C
7.2: 2 h / |Reflux
View Scheme
参考文献
Tsang, Althea S.-K.; Ingram, Katrin; Keiser, Jennifer; Hibbert, D. Brynn; Todd, Matthew H.
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 30 p. 4921 - 4924
反应条件
1.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.08 h / 0 °C
2.1: sodium hydroxide / dichloromethane / 0.5 h / 20 °C
2.2: 2 h / |Reflux
View Scheme
参考文献
Tsang, Althea S.-K.; Ingram, Katrin; Keiser, Jennifer; Hibbert, D. Brynn; Todd, Matthew H.
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 30 p. 4921 - 4924
反应条件
1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 0.5 h / 20 °C
1.2: 20 °C
2.1: ammonia; hydrogen / methanol / 4 h / 20 °C / 5171.62 Torr
3.1: (-)-Dibenzoyl-L-tartaric acid / isopropyl alcohol; water / 24 h / 20 °C
4.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / |Cooling with ice
5.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.08 h / 0 °C
6.1: sodium hydroxide / dichloromethane / 0.5 h / 20 °C
6.2: 2 h / |Reflux
View Scheme
参考文献
Tsang, Althea S.-K.; Ingram, Katrin; Keiser, Jennifer; Hibbert, D. Brynn; Todd, Matthew H.
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 30 p. 4921 - 4924
反应条件
1.1: ammonia; hydrogen / methanol / 4 h / 20 °C / 5171.62 Torr
2.1: (-)-Dibenzoyl-L-tartaric acid / isopropyl alcohol; water / 24 h / 20 °C
3.1: triethylamine; 4-(N,N-dimethlyamino)pyridine / dichloromethane / |Cooling with ice
4.1: ammonium cerium (IV) nitrate / water; acetonitrile / 0.08 h / 0 °C
5.1: sodium hydroxide / dichloromethane / 0.5 h / 20 °C
5.2: 2 h / |Reflux
View Scheme
参考文献
Tsang, Althea S.-K.; Ingram, Katrin; Keiser, Jennifer; Hibbert, D. Brynn; Todd, Matthew H.
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 30 p. 4921 - 4924
反应条件
1: 4-methyl-morpholine / dichloromethane / 4 h / 20 °C
2: phosphoric acid / water / 0.33 h / 150 °C / |Microwave irradiation
3: sodium carbonate / dichloromethane / 2 h / 0 - 20 °C
View Scheme
参考文献
Cedillo-Cruz, Alberto; Aguilar, Maria Isabel; Flores-Alamo, Marcos; Palomares-Alonso, Francisca; Jung-Cook, Helgi
Tetrahedron Asymmetry, 2014 , vol. 25, # 2 p. 133 - 140
反应条件
tetraproline chiral stationary phase packed on HPLC column in hexane; isopropyl alcohol
Resolution of racemate;
参考文献
Dai, Zhi; Ye, Guozhong; Pittman Jr., Charles U.; Li, Tingyu
Chirality, 2012 , vol. 24, # 4 p. 329 - 338