(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: H2 / [Ru2Cl4((S)-BINAP)]NEt3 / methanol / 40 h / 40 °C / 37503 Torr 2: NEt3 / CH2Cl2 3: 85 percent / NaN3; 15-crown-6; DMPU 4: 59 percent / 2-OH-pyridine; NEt3 View Scheme
参考文献
Rueger; Stutz; Goschke; Spindler; Maibaum
Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10085 - 10089
反应条件
1: ammonia / methanol / 12 h / 25 - 30 °C 2: hydrogen; ammonia / raney nickel / methanol / 14 h / 40 - 45 °C / 2942.29 Torr 3: 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: hydrogen; ammonia / raney nickel / methanol / 14 h / 40 - 45 °C / 2942.29 Torr 2: 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: NEt3 / CH2Cl2 2: 85 percent / NaN3; 15-crown-6; DMPU 3: 59 percent / 2-OH-pyridine; NEt3 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: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere 1.2: -70 - 5 °C 2.1: dihydrogen peroxide; lithium hydroxide hydrate / water; tetrahydrofuran / 0 - 30 °C 3.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere 3.2: 5.75 h / 0 - 30 °C 4.1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C 5.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere 5.2: 12.5 h / 0 - 5 °C 6.1: water; lithium hydroxide hydrate / tetrahydrofuran; methanol / 26 h / 65 - 70 °C 6.2: 0.5 h / 0 - 5 °C 7.1: hydrogenchloride / anhydrous dichloroethane; water / 0 - 5 °C / pH 2.5 7.2: 14.25 h / 0 - 30 °C 8.1: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C 9.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C 10.1: 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: phosphorus tribromide / dichloromethane / 2.17 h / 0 - 5 °C 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -70 °C / Inert atmosphere 2.2: -70 - 5 °C 3.1: dihydrogen peroxide; lithium hydroxide hydrate / water; tetrahydrofuran / 0 - 30 °C 4.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere 4.2: 5.75 h / 0 - 30 °C 5.1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C 6.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere 6.2: 12.5 h / 0 - 5 °C 7.1: water; lithium hydroxide hydrate / tetrahydrofuran; methanol / 26 h / 65 - 70 °C 7.2: 0.5 h / 0 - 5 °C 8.1: hydrogenchloride / anhydrous dichloroethane; water / 0 - 5 °C / pH 2.5 8.2: 14.25 h / 0 - 30 °C 9.1: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C 10.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C 11.1: 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: dihydrogen peroxide; lithium hydroxide hydrate / water; tetrahydrofuran / 0 - 30 °C 2.1: sodium tetrahydroborate / tetrahydrofuran / 1 h / 0 - 5 °C / Inert atmosphere 2.2: 5.75 h / 0 - 30 °C 3.1: N-chloro-succinimide; triphenylphosphine / dichloromethane / 5.5 h / -40 - 30 °C 4.1: magnesium; ethylene dibromide / tetrahydrofuran / 4.17 h / 63 - 68 °C / Inert atmosphere 4.2: 12.5 h / 0 - 5 °C 5.1: water; lithium hydroxide hydrate / tetrahydrofuran; methanol / 26 h / 65 - 70 °C 5.2: 0.5 h / 0 - 5 °C 6.1: hydrogenchloride / anhydrous dichloroethane; water / 0 - 5 °C / pH 2.5 6.2: 14.25 h / 0 - 30 °C 7.1: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C 8.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C 9.1: 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: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 1.25 h / 0 - 5 °C 3.1: sodium azide / ethylene glycol / 20 h / 80 - 85 °C 4.1: 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
1.1: LDA; LiCl / tetrahydrofuran / 0 °C 1.2: 78 percent / 0 °C 2.1: 60 percent / NBS / 1,2-dimethoxy-ethane; H2O / 0 °C 3.1: n-Bu4NOAc / acetone / Heating 3.2: 85 percent / K2CO3 / methanol; H2O / 20 °C 4.1: 60 percent / Py*SO3; Et3N / dimethylsulfoxide; CH2Cl2 / 0 °C 5.1: 51 percent 6.1: DMAP / CH2Cl2 / 20 °C 7.1: NaN3; NMP / 60 °C 8.1: 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: 60 percent / NBS / 1,2-dimethoxy-ethane; H2O / 0 °C 2.1: n-Bu4NOAc / acetone / Heating 2.2: 85 percent / K2CO3 / methanol; H2O / 20 °C 3.1: 60 percent / Py*SO3; Et3N / dimethylsulfoxide; CH2Cl2 / 0 °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
