(3S,5S)-5-[(1S,3S)-1-叠氮基-3-[[4-甲氧基-3-(3-甲氧基丙氧基)苯基]甲基]-4-苄基]二氢-3-异丙基-2(3H)-呋喃酮合成路线 （共 43 条）
反应条件
1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1.83 h / -78 °C 1.2: 19 h / -78 °C 2.1: hydrogen; palladium on activated charcoal / methanol / 67 h / 2947.82 Torr 3.1: triethylamine / dichloromethane / 2 h / -10 - 0 °C 4.1: lithium bromide / tetrahydrofuran / 23 h / |Reflux 5.1: sodium azide / N,N-dimethyl-formamide / 48 h / 90 °C View Scheme
参考文献
Helvetica Chimica Acta, , vol. 95, # 10 p. 1937 - 1945,9
反应条件
1: hydrogen; palladium on activated charcoal / methanol / 67 h / 2947.82 Torr 2: triethylamine / dichloromethane / 2 h / -10 - 0 °C 3: lithium bromide / tetrahydrofuran / 23 h / |Reflux 4: sodium azide / N,N-dimethyl-formamide / 48 h / 90 °C View Scheme
参考文献
Helvetica Chimica Acta, , vol. 95, # 10 p. 1937 - 1945,9
反应条件
1: triethylamine / dichloromethane / 2 h / -10 - 0 °C 2: lithium bromide / tetrahydrofuran / 23 h / |Reflux 3: sodium azide / N,N-dimethyl-formamide / 48 h / 90 °C View Scheme
参考文献
Helvetica Chimica Acta, , vol. 95, # 10 p. 1937 - 1945,9
反应条件
1.1: triphenylemethane; n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 1.2: 2.5 h / -78 - 20 °C 2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1.17 h / -78 °C 2.2: 8.5 h / -78 - -45 °C 3.1: Grubb's 2nd generation catalyst / dichloromethane / 27 h / |Reflux 4.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone / 21 h / 20 °C 5.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1.83 h / -78 °C 5.2: 19 h / -78 °C 6.1: hydrogen; palladium on activated charcoal / methanol / 67 h / 2947.82 Torr 7.1: triethylamine / dichloromethane / 2 h / -10 - 0 °C 8.1: lithium bromide / tetrahydrofuran / 23 h / |Reflux 9.1: sodium azide / N,N-dimethyl-formamide / 48 h / 90 °C View Scheme
参考文献
Helvetica Chimica Acta, , vol. 95, # 10 p. 1937 - 1945,9
反应条件
1.1: magnesium; ethylene dibromide / 2-methyl tetrahydrofuran / 60 - 65 °C 1.2: 0.25 h / 10 °C 2.1: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 5 °C 3.1: sodium azide; Aliquatreg; 336 / water / 48 h / 75 - 80 °C View Scheme
反应条件
1: N-bromosuccinmide; phosphoric acid / water; tetrahydrofuran / 5 °C 2: sodium azide; Aliquatreg; 336 / water / 48 h / 75 - 80 °C View Scheme
反应条件
1: 59 percent / 2-OH-pyridine; NEt3 2: H2; aq. HCl / Pd/C / methanol View Scheme
参考文献
Tetrahedron Letters, , vol. 41, # 51 p. 10085 - 10089
参考文献
AUSPEX PHARMACEUTICALS, INC.
Patent: US2010/124550 A1, 2010 ;
US 20100124550 A1
反应条件
2-hydroxy-pyridine; triethylamine T=80°C;
参考文献
Sandham; Taylor; Carey; Fassler
Tetrahedron Letters, 2000 , vol. 41, # 51 p. 10091 - 10094
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 ;
