(αS,γS,δS,ζS)-N-(3-氨基-2,2-二甲基-3-氧代丙基)-δ-叠氮-γ-羟基-4-甲氧基-3-(3-甲氧基丙氧基)-α, ζ-二异丙基-苯辛酰胺合成路线 (共 55 条)
反应条件
1: 51 percent 2: DMAP / CH2Cl2 / 20 °C 3: NaN3; NMP / 60 °C 4: 76 percent / 2-hydroxypyridine; Et3N / 80 °C View Scheme
参考文献
Sandham; Taylor; Carey; Fassler
Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10091 - 10094
反应条件
1: 60 percent / Py*SO3; Et3N / dimethylsulfoxide; CH2Cl2 / 0 °C 2: 51 percent 3: DMAP / CH2Cl2 / 20 °C 4: NaN3; NMP / 60 °C 5: 76 percent / 2-hydroxypyridine; Et3N / 80 °C View Scheme
参考文献
Sandham; Taylor; Carey; Fassler
Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10091 - 10094
反应条件
1.1: n-Bu4NOAc / acetone / Heating 1.2: 85 percent / K2CO3 / methanol; H2O / 20 °C 2.1: 60 percent / Py*SO3; Et3N / dimethylsulfoxide; CH2Cl2 / 0 °C 3.1: 51 percent 4.1: DMAP / CH2Cl2 / 20 °C 5.1: NaN3; NMP / 60 °C 6.1: 76 percent / 2-hydroxypyridine; Et3N / 80 °C View Scheme
参考文献
Sandham; Taylor; Carey; Fassler
Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10091 - 10094
反应条件
1.1: LDA; LiCl / tetrahydrofuran / 0 °C 1.2: tetrahydrofuran / 20 °C / Heating 2.1: 66 percent / BH3*NH3; n-BuLi / tetrahydrofuran / 20 °C 3.1: POCl3; DMF / toluene / 80 °C 4.1: 51 percent 5.1: DMAP / CH2Cl2 / 20 °C 6.1: NaN3; NMP / 60 °C 7.1: 76 percent / 2-hydroxypyridine; Et3N / 80 °C View Scheme
参考文献
Sandham; Taylor; Carey; Fassler
Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10091 - 10094
反应条件
1: 66 percent / BH3*NH3; n-BuLi / tetrahydrofuran / 20 °C 2: POCl3; DMF / toluene / 80 °C 3: 51 percent 4: DMAP / CH2Cl2 / 20 °C 5: NaN3; NMP / 60 °C 6: 76 percent / 2-hydroxypyridine; Et3N / 80 °C View Scheme
参考文献
Sandham; Taylor; Carey; Fassler
Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10091 - 10094
反应条件
1: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C 2: sodium azide / ethylene glycol / 20 h / 80 - 85 °C 3: triethylamine; 2-hydroxy-pyridine / 16 h / 85 - 90 °C View Scheme
参考文献
MATRIX LABORATORIES LTD; RAMA, Shankar; VADALI, Lakshmana Rao; PALLA, Vijay Kumar; SAIDUGARI, Swamy; MITTAPELLY, Nagaraju; JALDU, Ravikanth; VIJAYA, Krishna Ravi; SESHADRI, Rao Manukonda; DASARL, Srinivasa Rao; SRINIVASA, Rao Potla; DANDALA, Ramesh
Patent: WO2012/52829 A1, 2012 ;
反应条件
1: triethylamine; 2-hydroxy-pyridine / 30 h / 80 - 90 °C 2: sodium hydroxide; dihydrogen peroxide / water / 20 - 40 °C View Scheme
参考文献
MAYLAN LABORATORIES LTD; RAMA, Shankar; VADALI, Lakshmana Rao; MITTAPELLY, Nagaraju; RAVI, Vijaya Krishna; SAIDUGARI, Swamy
Patent: WO2013/144979 A1, 2013 ;
反应条件
1.1: hydrogenchloride / dichloromethane; water / 10 - 30 °C / pH 1.8 1.2: 0 - 80 °C 2.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere 2.2: 12.5 h / 0 - 5 °C 3.1: water; lithium hydroxide hydrate / tetrahydrofuran; methanol / 26 h / 65 - 70 °C 3.2: 0.5 h / 0 - 5 °C 4.1: hydrogenchloride / anhydrous dichloroethane; water / 0 - 5 °C / pH 2.5 4.2: 14.25 h / 0 - 30 °C 5.1: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C 6.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C 7.1: triethylamine; 2-hydroxy-pyridine / 16 h / 85 - 90 °C View Scheme
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; VENKAT REDDY, Ghojala; RAMA SUBBA REDDY, Karamala; SAHADEVA REDDY, Maramreddy
Patent: WO2011/148392 A1, 2011 ;
反应条件
1.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere 1.2: 12.5 h / 0 - 5 °C 2.1: water; lithium hydroxide hydrate / tetrahydrofuran; methanol / 26 h / 65 - 70 °C 2.2: 0.5 h / 0 - 5 °C 3.1: hydrogenchloride / anhydrous dichloroethane; water / 0 - 5 °C / pH 2.5 3.2: 14.25 h / 0 - 30 °C 4.1: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C 5.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C 6.1: triethylamine; 2-hydroxy-pyridine / 16 h / 85 - 90 °C View Scheme
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; VENKAT REDDY, Ghojala; RAMA SUBBA REDDY, Karamala; SAHADEVA REDDY, Maramreddy
Patent: WO2011/148392 A1, 2011 ;
反应条件
1.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere 1.2: 1 h / 0 - 5 °C 2.1: potassium hydroxide; water / 1,4-dioxane / 24 h / Reflux 2.2: 0 - 5 °C 3.1: hydrogenchloride / anhydrous dichloroethane; water / 0 - 5 °C / pH 2.5 3.2: 14.25 h / 0 - 30 °C 4.1: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C 5.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C 6.1: triethylamine; 2-hydroxy-pyridine / 16 h / 85 - 90 °C View Scheme
参考文献
MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; VENKAT REDDY, Ghojala; RAMA SUBBA REDDY, Karamala; SAHADEVA REDDY, Maramreddy
Patent: WO2011/148392 A1, 2011 ;