[1S-[1R*(R*),2R*,4R*]]-[4-[[(3-氨基-2,2-二甲基-3-氧代丙基)氨基]羰基]-2-羟基-1-[2-[[4-甲氧基-3-(3-甲氧基丙氧基)苯基]甲基]-3-甲基丁基]-5-甲基己基]-氨基甲酸叔丁酯合成路线 （共 49 条）
反应条件
1.1: n-butyllithium; n-butyl-magnesium bromide / hexane; tetrahydrofuran / 0 °C
1.2: 5 h / -78 °C / Inert atmosphere
2.1: 4-(N,N-dimethlyamino)pyridine; triethylamine; hydrogen / palladium 10 on activated carbon / tetrahydrofuran / 24 h / 20 °C
3.1: triethylamine; 2-hydroxy-pyridine / tert-butyl methyl ether / 18 h / 80 °C
View Scheme
参考文献
CarboDesign LLC
Patent: US2011/137047 A1, 2011 ;
反应条件
1: 4-(N,N-dimethlyamino)pyridine; triethylamine; hydrogen / palladium 10 on activated carbon / tetrahydrofuran / 24 h / 20 °C
2: triethylamine; 2-hydroxy-pyridine / tert-butyl methyl ether / 18 h / 80 °C
View Scheme
参考文献
CarboDesign LLC
Patent: US2011/137047 A1, 2011 ;
反应条件
1.1: ammonia / methanol / 25 - 35 °C
2.1: ammonia / Raney nickel / methanol / 25 - 35 °C / Autoclave
2.2: 10 h / 60 - 65 °C / 5149.01 - 5884.58 Torr
3.1: triethylamine; 2-hydroxy-pyridine
View Scheme
参考文献
DR. REDDY'S LABORATORIES LTD.; DR. REDDY'S LABORATORIES, INC.; KOLLA, Naveen Kumar; APPAYE, Kaliyaperumal Srinivasan; GANGULA, Srinivas; GOVINDAPUR, Rajeshwar Reddy; MANNE, Nagaraju; NIKUMBH, Satish Pandurang; NEELAM, Uday Kumar; JOSEPH, Suju Chuttippari; BADDAM, Sudhakar Reddy; KUNHIMON, Shyam Kumar Unniaranpurakkal; MOOVENDAN, Mohan; DAHANUKAR, Vilas; DONIPARTHI, Kiran Kumar
Patent: WO2012/21446 A2, 2012 ;
反应条件
1: hydrogen; ethanolamine / palladium 10 on activated carbon / ethanol / 1.5 h / 20 °C / 7355.72 Torr
2: triethylamine / dichloromethane / 5 °C
3: triethylamine; 2-hydroxy-pyridine
View Scheme
参考文献
DR. REDDY'S LABORATORIES LTD.; DR. REDDY'S LABORATORIES, INC.; KOLLA, Naveen Kumar; APPAYE, Kaliyaperumal Srinivasan; GANGULA, Srinivas; GOVINDAPUR, Rajeshwar Reddy; MANNE, Nagaraju; NIKUMBH, Satish Pandurang; NEELAM, Uday Kumar; JOSEPH, Suju Chuttippari; BADDAM, Sudhakar Reddy; KUNHIMON, Shyam Kumar Unniaranpurakkal; MOOVENDAN, Mohan; DAHANUKAR, Vilas; DONIPARTHI, Kiran Kumar
Patent: WO2012/21446 A2, 2012 ;
反应条件
1: H2 / Pd()OH)2/C
2: 65 percent / 2-hydroxypyridine; Et3N
View Scheme
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340
反应条件
1: Mg
2: 23 percent / H2 / Pd(OH)2/C
3: 38 percent / TPAP; NMMO
4: 65 percent / 2-hydroxypyridine; Et3N
View Scheme
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340
反应条件
1: Mg
2: 23 percent / H2 / Pd(OH)2/C
3: 38 percent / TPAP; NMMO
4: 65 percent / 2-hydroxypyridine; Et3N
View Scheme
参考文献
Dong, Hua; Zhang, Zhi-Liu; Huang, Jia-Hui; Ma, Rujian; Chen, Shu-Hui; Li, Ge
Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6337 - 6340
反应条件
1: triethylamine / dichloromethane / 0 - 20 °C / |Inert atmosphere
2: lithium bromide / acetone / 15 h / |Reflux
3: iron (III) acetylacetonate / tetrahydrofuran / -20 - 20 °C / |Inert atmosphere
4: 2-hydroxy-pyridine; triethylamine / 18 h / 80 °C / |Inert atmosphere
View Scheme
参考文献
Zhejiang Tianyu Pharmaceutical Co., Ltd; TU, Yongjun; ZHANG, Yi; CHENG, Rongde; PENG, Lingchao
Patent: EP2546243 A1, 2013 ;
反应条件
1: lithium bromide / acetone / 15 h / |Reflux
2: iron (III) acetylacetonate / tetrahydrofuran / -20 - 20 °C / |Inert atmosphere
3: 2-hydroxy-pyridine; triethylamine / 18 h / 80 °C / |Inert atmosphere
View Scheme
参考文献
Zhejiang Tianyu Pharmaceutical Co., Ltd; TU, Yongjun; ZHANG, Yi; CHENG, Rongde; PENG, Lingchao
Patent: EP2546243 A1, 2013 ;
反应条件
1: iron (III) acetylacetonate / tetrahydrofuran / -20 - 20 °C / |Inert atmosphere
2: 2-hydroxy-pyridine; triethylamine / 18 h / 80 °C / |Inert atmosphere
View Scheme
参考文献
Zhejiang Tianyu Pharmaceutical Co., Ltd; TU, Yongjun; ZHANG, Yi; CHENG, Rongde; PENG, Lingchao
Patent: EP2546243 A1, 2013 ;
