(1S)-1-(2R)-环氧乙基-2-苯乙基氨基甲酸叔丁酯合成路线 (共 74 条)
反应条件
1: triethylamine / dichloromethane / 29 h 2: sodium hydrogencarbonate; Oxonereg; / water; acetone; ethyl acetate / 17 h 3: hexane / 1 h / 5 - 45 °C View Scheme
参考文献
Organic Process Research and Development, , vol. 15, # 2 p. 331 - 338
反应条件
1: triethylamine / dichloromethane / 29 h 2: potassium tert-butylate / toluene / 96 h / |Reflux 3: hydrogenchloride / water; methanol / 4 h 4: N-Acetyl-Dl-leucine / toluene; propan-1-ol / 20 - 95 °C / |Resolution of racemate 5: triethylamine / dichloromethane / 29 h 6: sodium hydrogencarbonate; Oxonereg; / water; acetone; ethyl acetate / 17 h 7: hexane / 1 h / 5 - 45 °C View Scheme
参考文献
Organic Process Research and Development, , vol. 15, # 2 p. 331 - 338
反应条件
1: potassium tert-butylate / toluene / 96 h / |Reflux 2: hydrogenchloride / water; methanol / 4 h 3: N-Acetyl-Dl-leucine / toluene; propan-1-ol / 20 - 95 °C / |Resolution of racemate 4: triethylamine / dichloromethane / 29 h 5: sodium hydrogencarbonate; Oxonereg; / water; acetone; ethyl acetate / 17 h 6: hexane / 1 h / 5 - 45 °C View Scheme
参考文献
Organic Process Research and Development, , vol. 15, # 2 p. 331 - 338
反应条件
potassium hydroxide; triethylamine 1) THF, 0-5 deg C, 30 min; room temperature, 3.5 h, 2) THF, MeOH, 0-5 deg C 15 min; room temperature, 75 min; Yield given. Multistep reaction;
参考文献
Journal of Organic Chemistry, , vol. 61, # 11 p. 3635 - 3645
反应条件
triethylamine in methanol
参考文献
Lee, Taekyu; Le, Van-Duc; Lim, Dongyeol; Lin, Ying-Chuan; Morris, Garrett M.; Wong, Andrew L.; Olson, Arthur J.; Elder, John H.; Wong, Chi-Huey
Journal of the American Chemical Society, 1999 , vol. 121, # 6 p. 1145 - 1155
反应条件
1: 3 h / 70 - 75 °C 2: triethylamine / dichloromethane / 1 h / 15 - 30 °C 3: hydrogenchloride / ethanol; water / 1 h / 75 - 80 °C View Scheme
参考文献
AUROBINDO PHARMA LIMITED; KAMAT, Anand Gopalkrishna; NAGA TRINADHACHARI, Ganala; VENKATA BALAJI, Boddu; JOSEPH PRABAHAR, Koilpillai; MEENAKSHISUNDERAM, Sivakumaran
Patent: WO2013/108105 A2, 2013 ;
反应条件
1: isobutylamine; (1S,2S)-(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester 3 h; Heating; 2: 4-nitrophenylsulfonyl chloride With triethylamine in dichloromethane Reflux;
参考文献
MATRIX LABORATORIES LIMITED; VELLANKI, Siva Rama Prasad; SAHU, Arabinda; KATUKURI, Aravind Kumar; VANAMA, Vikram; KOTHARI, Satishbabu; PONNEKANTI, Venkata Suryanarayana; DATTA, Debashish
Patent: WO2011/48604 A2, 2011 ;
Location in patent: Page/Page column 17-18 ;
反应条件
N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate in 1,4-dioxane T=80 - 85°C; 6 h;
参考文献
RANBAXY LABORATORIES LIMITED; JAYACHANDRA, Suresh, Babu; YOGESH, Ruchika; NAGDA, Devendra, Prakash; KHANDURI, Chandra, Has
Patent: WO2013/11485 A1, 2013 ;
Location in patent: Page/Page column 20; 21 ;
WO 2013/011485 A1
反应条件
1: ethanol / 3 h / 80 °C 2: aq. Na2CO3 / CH2Cl2 / 0 - 20 °C View Scheme
参考文献
Yeung, Clinton M.; Klein, Larry L.; Flentge, Charles A.; Randolph, John T.; Zhao, Chen; Sun, MingHua; Dekhtyar, Tatyana; Stoll, Vincent S.; Kempf, Dale J.
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 9 p. 2275 - 2278
反应条件
1.1: dichloromethane / 3 h / Reflux 2.1: triethylamine / dichloromethane / Reflux 3.1: hydrogen; triethanolamine / palladium 10 on activated carbon / methanol / 2 h / 40 - 45 °C 4.1: hydrogenchloride; water / 2 h / Reflux 5.1: 1-methyl-pyrrolidin-2-one / 10 h / -4 - 30 °C 5.2: 1 h / 45 - 50 °C View Scheme
参考文献
Vellanki, Siva Rama Prasad; Sahu, Arabinda; Katukuri, Aravind Kumar; Vanama, Vikram; Kothari, Satishbabu; Ponnekanti, Venkata Suryanarayana; Datta, Debashish
Patent: US2012/251826 A1, 2012 ;