(S)-3-(Boc-氨基)-2-哌啶酮合成路线 (共 15 条)
反应条件
1: L-(+)-ornithine hydrochloride With hydrogenchloride in methanol T=20°C; 4.75 h; 2: With sodium methylate in methanol T=20°C; 4 h; 3: di-tert-butyl dicarbonate With triethylamine in dichloromethane T=20 - 25°C; 60 h;
参考文献
ABBOTT LABORATORIES
Patent: EP1428824 A1, 2004 ;
Location in patent: Page 44 ;
反应条件
1: (S)-ornithine methyl ester dihydrochloride With triethylamine in methanol T=20°C; 1 h; 2: di-tert-butyl dicarbonate in methanol T=20°C; 18 h;
参考文献
WO2004/22536 A1, ;
Page 49-50 ;
WO 2004/022536 A1
反应条件
N-ethyl-N,N-diisopropylamine in tert-butyl alcohol T=120°C; 18 h; Inert atmosphere;
参考文献
Rosenberg, Adam J.; Clark, Daniel A.
Organic Letters, 2012 , vol. 14, # 17 p. 4678 - 4681
反应条件
4-methyl-morpholine; benzotriazol-1-ol; N'-(3-dimethylaminopropyl)-N-ethylcarbodiimide in acetonitrile Ambient temperature;
参考文献
Semple; Rowley; Brunck; Ha-Uong; Minami; Owens; Tamura; Goldman; Siev; Ardecky; Carpenter; Ge; Richard; Nolan; Hakanson; Tulinsky; Nutt; Ripka
Journal of Medicinal Chemistry, 1996 , vol. 39, # 23 p. 4531 - 4536
反应条件
tris(2,2,2-trifluoroethyl) borate in acetonitrile T=100°C; 5 h; Sealed tube;
参考文献
Lanigan, Rachel M.; Starkov, Pavel; Sheppard, Tom D.
Journal of Organic Chemistry, 2013 , vol. 78, # 9 p. 4512 - 4523
反应条件
1: 100 percent / H2, AcOH / Pd/C / methanol; H2O / 1810.02 - 2585.7 Torr 2: 80 percent / EDC, HOBt, NMM / acetonitrile / Ambient temperature View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 39, # 23 p. 4531 - 4536
反应条件
1: AcOH, H2 / Pd/C / methanol / 1 h / 2068.6 Torr 2: Na2CO3 / dimethylformamide / 48 h View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 31, # 7 p. 1430 - 1436
反应条件
1: 85 percent / H2 / PtO2 / CHCl3; methanol 2: 75 percent / sodium hydrogen carbonate / ethyl acetate View Scheme
参考文献
Tetrahedron Letters, , vol. 45, # 29 p. 5739 - 5741
反应条件
sodium carbonate in N,N-dimethyl-formamide 48 h; Yield given;
参考文献
Journal of Medicinal Chemistry, , vol. 31, # 7 p. 1430 - 1436
反应条件
1: tert-butyl alcohol; dichloromethane / 24 h / 50 °C / |Inert atmosphere 2: hydrogen; water; hydrogenchloride; 5 Pd/C / ethanol / 24 h 3: N-ethyl-N,N-diisopropylamine / tert-butyl alcohol / 18 h / 120 °C / |Inert atmosphere View Scheme
参考文献
Organic Letters, , vol. 14, # 17 p. 4678 - 4681