[3S-(3S,4aS,8aS,2'R,3'R)]-2-[3'-N-苄氧羰基-氨基-2'-羟基-4'-(苯基)硫代]丁基十氢异喹啉-3-N-叔-丁基甲酰胺合成路线 （共 17 条）
反应条件
potassium carbonate in methanol; water T=60°C; Substitution; 7 h;
参考文献
Inaba, Takashi; Yamada, Yasuki; Abe, Hiroyuki; Sagawa, Shoichi; Cho, Hidetsura
Journal of Organic Chemistry, 2000 , vol. 65, # 6 p. 1623 - 1628
反应条件
in isopropyl alcohol T=40°C; 4 - 24 h; Heating / reflux;
参考文献
AGOURON PHARMACEUTICALS, INC.; JAPAN TOBACCO INC.
Patent: EP1361216 A1, 2003 ;
Location in patent: Page/Page column 28 ;
反应条件
1: H2 / Pd/C / propan-2-ol / 9 h / 60 °C 2: K2CO3 / toluene; H2O / 3 h / 20 °C 3: Et3N / toluene / 1.5 h / 10 °C 4: 1.93 kg / NaOH; Bu4NBr / toluene; H2O / 2.5 h / 55 °C 5: aq. HCl / methanol / 3.5 h / Heating 6: 2-picoline / ethyl acetate / 8.5 h / 5 - 10 °C 7: 1.31 kg / Et3N / ethyl acetate / 0.5 h 8: 86 percent / K2CO3 / methanol; H2O / 7 h / 60 °C View Scheme
参考文献
Inaba, Takashi; Yamada, Yasuki; Abe, Hiroyuki; Sagawa, Shoichi; Cho, Hidetsura
Journal of Organic Chemistry, 2000 , vol. 65, # 6 p. 1623 - 1628
反应条件
1: With 1,2,3-Benzotriazole; 4 A molecular sieve in tetrahydrofuran T=20°C; Condensation; 17 h; 2: With sodium tetrahydroborate in tetrahydrofuran T=20°C; Reduction; 25 h;
参考文献
Rieger, Dale L.
Journal of Organic Chemistry, 1997 , vol. 62, # 24 p. 8546 - 8548
反应条件
1.1: N-methylmorpholine / acetonitrile / 1 h / -25 - -15 °C 2.1: acetonitrile; H2O / 1 h / -25 - -15 °C 3.1: n-BuLi / hexane; tetrahydrofuran / 1 h / -10 - -1 °C 3.2: hexane; tetrahydrofuran / 0.5 h 4.1: DIBAL 5.1: mercuric perchlorate trihydrate / propan-2-ol; CHCl3; H2O / 1 h / 20 °C 6.1: benzotriazole; 4 Angstroem molecular sieves / tetrahydrofuran / 17 h / 20 °C 6.2: 8.85 g / NaBH4 / tetrahydrofuran / 25 h / 20 °C View Scheme
参考文献
Rieger, Dale L.
Journal of Organic Chemistry, 1997 , vol. 62, # 24 p. 8546 - 8548
反应条件
1: NaHCO3 / toluene; H2O 2: PPTS / acetone 3: Et3N / toluene / 1.5 h / 10 °C 4: 1.93 kg / NaOH; Bu4NBr / toluene; H2O / 2.5 h / 55 °C 5: aq. HCl / methanol / 3.5 h / Heating 6: 2-picoline / ethyl acetate / 8.5 h / 5 - 10 °C 7: 1.31 kg / Et3N / ethyl acetate / 0.5 h 8: 86 percent / K2CO3 / methanol; H2O / 7 h / 60 °C View Scheme
参考文献
Inaba, Takashi; Yamada, Yasuki; Abe, Hiroyuki; Sagawa, Shoichi; Cho, Hidetsura
Journal of Organic Chemistry, 2000 , vol. 65, # 6 p. 1623 - 1628
反应条件
1: Et3N / toluene / 1.5 h / 10 °C 2: 1.93 kg / NaOH; Bu4NBr / toluene; H2O / 2.5 h / 55 °C 3: aq. HCl / methanol / 3.5 h / Heating 4: 2-picoline / ethyl acetate / 8.5 h / 5 - 10 °C 5: 1.31 kg / Et3N / ethyl acetate / 0.5 h 6: 86 percent / K2CO3 / methanol; H2O / 7 h / 60 °C View Scheme
参考文献
Inaba, Takashi; Yamada, Yasuki; Abe, Hiroyuki; Sagawa, Shoichi; Cho, Hidetsura
Journal of Organic Chemistry, 2000 , vol. 65, # 6 p. 1623 - 1628
反应条件
1: PPTS / acetone 2: Et3N / toluene / 1.5 h / 10 °C 3: 1.93 kg / NaOH; Bu4NBr / toluene; H2O / 2.5 h / 55 °C 4: aq. HCl / methanol / 3.5 h / Heating 5: 2-picoline / ethyl acetate / 8.5 h / 5 - 10 °C 6: 1.31 kg / Et3N / ethyl acetate / 0.5 h 7: 86 percent / K2CO3 / methanol; H2O / 7 h / 60 °C View Scheme
参考文献
Inaba, Takashi; Yamada, Yasuki; Abe, Hiroyuki; Sagawa, Shoichi; Cho, Hidetsura
Journal of Organic Chemistry, 2000 , vol. 65, # 6 p. 1623 - 1628
反应条件
1: 2-picoline / ethyl acetate / 8.5 h / 5 - 10 °C 2: 1.31 kg / Et3N / ethyl acetate / 0.5 h 3: 86 percent / K2CO3 / methanol; H2O / 7 h / 60 °C View Scheme
参考文献
Inaba, Takashi; Yamada, Yasuki; Abe, Hiroyuki; Sagawa, Shoichi; Cho, Hidetsura
Journal of Organic Chemistry, 2000 , vol. 65, # 6 p. 1623 - 1628
反应条件
1: 1.93 kg / NaOH; Bu4NBr / toluene; H2O / 2.5 h / 55 °C 2: aq. HCl / methanol / 3.5 h / Heating 3: 2-picoline / ethyl acetate / 8.5 h / 5 - 10 °C 4: 1.31 kg / Et3N / ethyl acetate / 0.5 h 5: 86 percent / K2CO3 / methanol; H2O / 7 h / 60 °C View Scheme
参考文献
Inaba, Takashi; Yamada, Yasuki; Abe, Hiroyuki; Sagawa, Shoichi; Cho, Hidetsura
Journal of Organic Chemistry, 2000 , vol. 65, # 6 p. 1623 - 1628
