(2S)-1-[4-[2-[6-氨基-8-[(6-溴-1,3-苯并二氧戊环-5-基)硫基]-9H-嘌呤-9-基]乙基]-1-哌啶基]-2-羟基-1-丙酮合成路线 （共 17 条）
反应条件
1: With triethylamine in tetrahydrofuran; dichloromethane
T=20°C;
2: With silver carbonate in methanol; dichloromethane
6 h;
参考文献
MYREXIS, INC.; BAJJI, Ashok, C.; TANGALLAPALLY, Rajendra, P.; KIM, In, Chul; KIM, Se, Ho; PARKER, Daniel, P.; TROVATO, Richard; PAPAC, Damon, I.; YAGER, Kraig; BAICHWAL, Vijay, R.
Patent: WO2012/148550 A1, 2012 ;
Location in patent: Page/Page column 43-44 ;
反应条件
benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine in tetrahydrofuran; N,N-dimethyl-formamide
T=20°C; 10 h;
参考文献
Kim, Se-Ho; Bajji, Ashok; Tangallapally, Rajendra; Markovitz, Benjamin; Trovato, Richard; Shenderovich, Mark; Baichwal, Vijay; Bartel, Paul; Cimbora, Daniel; McKinnon, Rena; Robinson, Rosann; Papac, Damon; Wettstein, Daniel; Carlson, Robert; Yager, Kraig M.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7480 - 7501
反应条件
1: tetrahydrofuran / 10 h / 70 °C
2: trifluoroacetic acid / dichloromethane / 2 h / 10 - 20 °C
3: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 10 h / 20 °C
View Scheme
参考文献
Kim, Se-Ho; Bajji, Ashok; Tangallapally, Rajendra; Markovitz, Benjamin; Trovato, Richard; Shenderovich, Mark; Baichwal, Vijay; Bartel, Paul; Cimbora, Daniel; McKinnon, Rena; Robinson, Rosann; Papac, Damon; Wettstein, Daniel; Carlson, Robert; Yager, Kraig M.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7480 - 7501
反应条件
1: acetic acid; N-bromosuccinmide / 5 h / 10 - 20 °C
2: trifluoroacetic acid / dichloromethane / 2 h / 10 - 20 °C
3: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 10 h / 20 °C
View Scheme
参考文献
Kim, Se-Ho; Bajji, Ashok; Tangallapally, Rajendra; Markovitz, Benjamin; Trovato, Richard; Shenderovich, Mark; Baichwal, Vijay; Bartel, Paul; Cimbora, Daniel; McKinnon, Rena; Robinson, Rosann; Papac, Damon; Wettstein, Daniel; Carlson, Robert; Yager, Kraig M.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7480 - 7501
反应条件
1: triethylamine / dichloromethane
2: triethylamine / dichloromethane / 16 h / 5 - 20 °C
3: 2-(tert-butyl)-1,1,3,3-tetramethylguanidine / N,N-dimethyl-formamide / 10 h / 80 °C
4: trifluoroacetic acid / dichloromethane / 2 h / 10 - 20 °C
5: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 10 h / 20 °C
View Scheme
参考文献
Kim, Se-Ho; Bajji, Ashok; Tangallapally, Rajendra; Markovitz, Benjamin; Trovato, Richard; Shenderovich, Mark; Baichwal, Vijay; Bartel, Paul; Cimbora, Daniel; McKinnon, Rena; Robinson, Rosann; Papac, Damon; Wettstein, Daniel; Carlson, Robert; Yager, Kraig M.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7480 - 7501
反应条件
1: triethylamine / dichloromethane / 16 h / 5 - 20 °C
2: 2-(tert-butyl)-1,1,3,3-tetramethylguanidine / N,N-dimethyl-formamide / 10 h / 80 °C
3: trifluoroacetic acid / dichloromethane / 2 h / 10 - 20 °C
4: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 10 h / 20 °C
View Scheme
参考文献
Kim, Se-Ho; Bajji, Ashok; Tangallapally, Rajendra; Markovitz, Benjamin; Trovato, Richard; Shenderovich, Mark; Baichwal, Vijay; Bartel, Paul; Cimbora, Daniel; McKinnon, Rena; Robinson, Rosann; Papac, Damon; Wettstein, Daniel; Carlson, Robert; Yager, Kraig M.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7480 - 7501
反应条件
1: 2-(tert-butyl)-1,1,3,3-tetramethylguanidine / N,N-dimethyl-formamide / 10 h / 80 °C
2: trifluoroacetic acid / dichloromethane / 2 h / 10 - 20 °C
3: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 10 h / 20 °C
View Scheme
参考文献
Kim, Se-Ho; Bajji, Ashok; Tangallapally, Rajendra; Markovitz, Benjamin; Trovato, Richard; Shenderovich, Mark; Baichwal, Vijay; Bartel, Paul; Cimbora, Daniel; McKinnon, Rena; Robinson, Rosann; Papac, Damon; Wettstein, Daniel; Carlson, Robert; Yager, Kraig M.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7480 - 7501
反应条件
1: potassium carbonate; tris-(dibenzylideneacetone)dipalladium(0); 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene / 1,4-dioxane / 16 h / 100 °C / |Inert atmosphere
2: 2-(tert-butyl)-1,1,3,3-tetramethylguanidine / N,N-dimethyl-formamide / 10 h / 80 °C
3: trifluoroacetic acid / dichloromethane / 2 h / 10 - 20 °C
4: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 10 h / 20 °C
View Scheme
参考文献
Kim, Se-Ho; Bajji, Ashok; Tangallapally, Rajendra; Markovitz, Benjamin; Trovato, Richard; Shenderovich, Mark; Baichwal, Vijay; Bartel, Paul; Cimbora, Daniel; McKinnon, Rena; Robinson, Rosann; Papac, Damon; Wettstein, Daniel; Carlson, Robert; Yager, Kraig M.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7480 - 7501
反应条件
1: potassium carbonate / N,N-dimethyl-formamide / 100 °C
2: acetic acid; N-bromosuccinmide / 5 h / 10 - 20 °C
3: trifluoroacetic acid / dichloromethane / 2 h / 10 - 20 °C
4: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 10 h / 20 °C
View Scheme
参考文献
Kim, Se-Ho; Bajji, Ashok; Tangallapally, Rajendra; Markovitz, Benjamin; Trovato, Richard; Shenderovich, Mark; Baichwal, Vijay; Bartel, Paul; Cimbora, Daniel; McKinnon, Rena; Robinson, Rosann; Papac, Damon; Wettstein, Daniel; Carlson, Robert; Yager, Kraig M.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7480 - 7501
反应条件
1: 2-(tert-butyl)-1,1,3,3-tetramethylguanidine / N,N-dimethyl-formamide / 10 h / 80 °C
2: trifluoroacetic acid / dichloromethane / 2 h / 10 - 20 °C
3: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran; N,N-dimethyl-formamide / 10 h / 20 °C
View Scheme
参考文献
Kim, Se-Ho; Bajji, Ashok; Tangallapally, Rajendra; Markovitz, Benjamin; Trovato, Richard; Shenderovich, Mark; Baichwal, Vijay; Bartel, Paul; Cimbora, Daniel; McKinnon, Rena; Robinson, Rosann; Papac, Damon; Wettstein, Daniel; Carlson, Robert; Yager, Kraig M.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7480 - 7501
