[(1S,3S)-3-[[4-甲氧基-3-(3-甲氧基丙氧基)苯基]甲基]-4-甲基-1-[(2S,4S)-四氢-4-异丙基-5-氧代-2-呋喃基]戊基]-氨基甲酸叔丁酯合成路线 （共 84 条）
反应条件
1: Mg
2: 23 percent / H2 / Pd(OH)2/C
3: 38 percent / TPAP; NMMO
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
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
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
1.1: AlCl3, aluminium chloride / dichloromethane / 1.75 h / 30 - 40 °C / Inert atmosphere
1.2: Cooling with ice
2.1: AlCl3, aluminium chloride; 1,1,3,3-tetramethyldisiloxane / dichloromethane / 0 - 5 °C / Inert atmosphere
3.1: sodium tetrahydroborate; CuSO4‵5H2O; methanol / 0 - 5 °C / Inert atmosphere
3.2: N,N-dimethylaminopyride
4.1: sodium hydride / Inert atmosphere
4.2: 3 h / 110 - 115 °C / Autoclave
View Scheme
参考文献
CARBODESIGN LLC
Patent: US2012/296100 A1, 2012 ;
反应条件
1.1: AlCl3, aluminium chloride; 1,1,3,3-tetramethyldisiloxane / dichloromethane / 0 - 5 °C / Inert atmosphere
2.1: sodium tetrahydroborate; CuSO4‵5H2O; methanol / 0 - 5 °C / Inert atmosphere
2.2: N,N-dimethylaminopyride
3.1: sodium hydride / Inert atmosphere
3.2: 3 h / 110 - 115 °C / Autoclave
View Scheme
参考文献
CARBODESIGN LLC
Patent: US2012/296100 A1, 2012 ;
反应条件
1.1: titanium tetrachloride / dichloromethane / 4 h / 0 - 40 °C / Inert atmosphere
2.1: triethylsilane; titanium tetrachloride / dichloromethane / 0 - 20 °C / Inert atmosphere
2.2: N,N-dimethylaminopyride / 24 h / 20 °C
3.1: sodium methylate / methanol / 0.5 h / 20 °C
3.2: 4 h / 80 °C
3.3: 1 h / 50 °C
View Scheme
参考文献
CARBODESIGN LLC
Patent: US2012/296100 A1, 2012 ;
反应条件
1.1: water; hydrogenchloride / ethanol / 48 h / 70 °C
2.1: hydrogen; palladium 10 on activated carbon / methanol / 12 h / 20 °C / |Inert atmosphere
2.2: 2 h / 20 °C / |Inert atmosphere
View Scheme
参考文献
Chemo Iberica, S.A.; Taddei, Maurizio; Russo, Adele; Cini, Elena; Riva, Renata; Rasparini, Marcello; Carcone, Luca; Banfi, Luca; Vitale, Romina; Roseblade, Stephen; Zanotti-Gerosa, Antonio Carlo
Patent: US2013/71899 A1, 2013 ;
反应条件
1.1: hydrogenchloride / methanol / 2 h / 50 - 55 °C
1.2: pH 10.5 - 11
2.1: triethylamine / dichloromethane / 3 h / 20 °C
View Scheme
参考文献
JUBILANT LIFE SCIENCES LIMITED; BISWAS, Sujay; SRIMURUGAN, Sankareswaran; KUMAR, Anjul; PANDA, Atulya, Kumar; JAMSHAD, Danish; MASAND, Mukesh; BISWAS, Bidyut; BANSAL, Vikas; GUPTA, Ashish, Kumar; VIR, Dharam
Patent: WO2013/61224 A1, 2013 ;
反应条件
1: palladium 10 on activated carbon; ammonium formate / methanol / 3 h / 60 - 65 °C
2: triethylamine / dichloromethane / 3 h / 20 °C
View Scheme
参考文献
JUBILANT LIFE SCIENCES LIMITED; BISWAS, Sujay; SRIMURUGAN, Sankareswaran; KUMAR, Anjul; PANDA, Atulya, Kumar; JAMSHAD, Danish; MASAND, Mukesh; BISWAS, Bidyut; BANSAL, Vikas; GUPTA, Ashish, Kumar; VIR, Dharam
Patent: WO2013/61224 A1, 2013 ;
反应条件
1.1: 5 palladium on charcoal; hydrogen / methanol / 12 h / 20 °C
2.1: methanol / 1 h / 20 °C
3.1: triethylsilane / dichloromethane / 20 °C
3.2: -78 - -75 °C
4.1: hydrogenchloride / methanol / 2 h / 50 - 55 °C
4.2: pH 10.5 - 11
5.1: triethylamine / dichloromethane / 3 h / 20 °C
View Scheme
参考文献
JUBILANT LIFE SCIENCES LIMITED; BISWAS, Sujay; SRIMURUGAN, Sankareswaran; KUMAR, Anjul; PANDA, Atulya, Kumar; JAMSHAD, Danish; MASAND, Mukesh; BISWAS, Bidyut; BANSAL, Vikas; GUPTA, Ashish, Kumar; VIR, Dharam
Patent: WO2013/61224 A1, 2013 ;
