(alphaS)-alpha-[[(1,1-二甲基乙氧基)羰基]氨基]-环己烷丙酸甲酯合成路线 (共 15 条)
反应条件
1: 80 percent / diisobutylaluminum hydride (Dibal), CH3OH / toluene; hexane / 2 h / -78 °C 2: 1.) diisopropylamine, n-BuLi / 1.) dioxane, hexane, -78 deg C, 15 min, 2.) THF, dioxane, hexane, -78 deg C, 5 min 3: 97 percent / 2 N NaOH / dioxane; H2O / 1 h View Scheme
参考文献
Boger, Joshua; Payne, Linda S.; Perlow, Debra S.; Lohr, Nancy S.; Poe, Martin; et al.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 12 p. 1779 - 1790
反应条件
sodium tetrahydroborate; calcium chloride in tetrahydrofuran; ethanol T=-5°C; 5 h;
参考文献
Luly, Jay R.; Dellaria, Joseph F.; Plattner, Jacob J.; Soderquist, Jeffrey L.; Yi, Nwe
Journal of Organic Chemistry, 1987 , vol. 52, # 8 p. 1487 - 1492
反应条件
1: With sodium tetrahydroborate 2: With oxonium
参考文献
Organic Process Research and Development, , vol. 7, # 2 p. 164 - 167
反应条件
hydrogenchloride in methanol T=20°C; 4 h;
参考文献
Organic Process Research and Development, , vol. 7, # 2 p. 164 - 167
反应条件
hydrogen; Rh/Al2O3 in methanol
P=1551.4 - 2844.3 Torr; 18 h;
参考文献
Boger, Joshua; Payne, Linda S.; Perlow, Debra S.; Lohr, Nancy S.; Poe, Martin; et al.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 12 p. 1779 - 1790
反应条件
hydrogen; palladium on activated charcoal in methanol
24 h;
参考文献
Carrillo-Marquez, Tomas; Caggiano, Lorenzo; Jackson, Richard F. W.; Grabowska, Urszula; Rae, Alastair; Tozer, Matthew J.
Organic and Biomolecular Chemistry, 2005 , vol. 3, # 22 p. 4117 - 4123
反应条件
1: 99.5 percent / NaHCO3 / dimethylformamide / 120 h
2: 98.2 percent / dihydrogen / 5percent Rh/Al2O3 / methanol / 18 h / 1551.4 - 2844.3 Torr
View Scheme
参考文献
Boger, Joshua; Payne, Linda S.; Perlow, Debra S.; Lohr, Nancy S.; Poe, Martin; et al.
Journal of Medicinal Chemistry, 1985 , vol. 28, # 12 p. 1779 - 1790
参考文献
Ajinomoto Co., Inc.
Patent: US5286897 A1, 1994 ;
反应条件
1.1: Zn; TMSCl / dimethylformamide / 0.33 h / 0 °C
1.2: 41 percent / Pd(PPh3)2Cl2 / dimethylformamide / 16 h / 50 °C
2.1: 96 percent / H2 / Pd/C / methanol / 24 h
View Scheme
参考文献
Carrillo-Marquez, Tomas; Caggiano, Lorenzo; Jackson, Richard F. W.; Grabowska, Urszula; Rae, Alastair; Tozer, Matthew J.
Organic and Biomolecular Chemistry, 2005 , vol. 3, # 22 p. 4117 - 4123
反应条件
1.1: Zn; TMSCl / dimethylformamide / 0.33 h / 0 °C
1.2: CuCN; LiCl / dimethylformamide / 0.08 h / 0 °C
1.3: 40 percent / dimethylformamide / 16 h / -30 - 20 °C
2.1: 96 percent / H2 / Pd/C / methanol / 24 h
View Scheme
参考文献
Carrillo-Marquez, Tomas; Caggiano, Lorenzo; Jackson, Richard F. W.; Grabowska, Urszula; Rae, Alastair; Tozer, Matthew J.
Organic and Biomolecular Chemistry, 2005 , vol. 3, # 22 p. 4117 - 4123