[(1S,2R)-1-苄基-2-羟基-3-[异丁基[(4-硝基苯基)磺酰]氨基]丙基]氨基甲酸叔丁酯合成路线 (共 23 条)
反应条件
sodium hydrogencarbonate in dichloromethane; water T=23°C; 12 h;
参考文献
Ghosh, Arun K.; Leshchenko, Sofiya; Noetzel, Marcus
Journal of Organic Chemistry, 2004 , vol. 69, # 23 p. 7822 - 7829
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
Journal of Medicinal Chemistry, , vol. 49, # 25 p. 7342 - 7356
反应条件
1.1: p-TsOH*H2O / CH2Cl2 2.1: NaH / tetrahydrofuran 3.1: CuBr*SMe2 / tetrahydrofuran 4.1: p-TsOH*H2O 4.2: KOH / methanol 5.1: 90 percent / propan-2-ol / 5 h / 50 °C 6.1: 88 percent / Et3N / CH2Cl2 / 12 h / 20 °C View Scheme
参考文献
Organic letters, , vol. 3, # 15 p. 2349 - 2351
反应条件
1: 75 percent / CuBr*Me2S / toluene; tetrahydrofuran / -78 - -20 °C 2: Bu4NF / tetrahydrofuran 3: 90 percent / propan-2-ol / 5 h / 50 °C 4: 88 percent / Et3N / CH2Cl2 / 12 h / 20 °C View Scheme
参考文献
Organic letters, , vol. 3, # 15 p. 2349 - 2351
反应条件
1: 100 percent / NaH / tetrahydrofuran / 5 h / 0 °C 2: 75 percent / CuBr*Me2S / toluene; tetrahydrofuran / -78 - -20 °C 3: Bu4NF / tetrahydrofuran 4: 90 percent / propan-2-ol / 5 h / 50 °C 5: 88 percent / Et3N / CH2Cl2 / 12 h / 20 °C View Scheme
参考文献
Organic letters, , vol. 3, # 15 p. 2349 - 2351
反应条件
1.1: CuBr*SMe2 / tetrahydrofuran 2.1: p-TsOH*H2O 2.2: KOH / methanol 3.1: 90 percent / propan-2-ol / 5 h / 50 °C 4.1: 88 percent / Et3N / CH2Cl2 / 12 h / 20 °C View Scheme
参考文献
Organic letters, , vol. 3, # 15 p. 2349 - 2351
反应条件
1.1: NaH / tetrahydrofuran 2.1: CuBr*SMe2 / tetrahydrofuran 3.1: p-TsOH*H2O 3.2: KOH / methanol 4.1: 90 percent / propan-2-ol / 5 h / 50 °C 5.1: 88 percent / Et3N / CH2Cl2 / 12 h / 20 °C View Scheme
参考文献
Organic letters, , vol. 3, # 15 p. 2349 - 2351
反应条件
1.1: p-TsOH*H2O 1.2: KOH / methanol 2.1: 90 percent / propan-2-ol / 5 h / 50 °C 3.1: 88 percent / Et3N / CH2Cl2 / 12 h / 20 °C View Scheme
参考文献
Organic letters, , vol. 3, # 15 p. 2349 - 2351