(1S,4S)-4-叔丁氧羰基氨基环己烷甲酸合成路线 (共 10 条)
反应条件
1: With sodium hydroxide in 1,4-dioxane T=20°C; 24 h; 2: With hydrogenchloride in 1,4-dioxane-d8; water pH=5;
参考文献
AMGEN INC.; BODE, Christiane, M.; CHENG, Alan, C.; CHOQUETTE, Deborah; LEWIS, Richard, T.; POTASHMAN, Michele, H.; ROMERO, Karina; STELLWAGEN, John, C.; WHITTINGTON, Douglas, A.
Patent: WO2012/18668 A1, 2012 ;
Location in patent: Page/Page column 240 ;
WO 2012/018668 A1
反应条件
1: With sodium hydroxide in tetrahydrofuran; water T=20°C; 2: With potassium hydrogensulfate; water
参考文献
WYETH; CURIS, INC.
Patent: WO2008/57469 A1, 2008 ;
Location in patent: Page/Page column 389 ;
反应条件
in di-isopropyl ether; ethyl acetate Product distribution / selectivity;
参考文献
EP1640373 A1, ;
Page/Page column 24 ;
反应条件
1: TEA 2: NaBH4 View Scheme
参考文献
Witherington, Jason; Bordas, Vincent; Cooper, Dave G.; Forbes, Ian T.; Gribble, Andrew D.; Ife, Robert J.; Berkhout, Theo; Gohil, Jayneeta; Groot, Pieter H.E.
Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 16 p. 2177 - 2180
反应条件
1: TEA 2: NaBH4 3: 96 percent / DMSO; (COCl)2; TEA View Scheme
参考文献
Witherington, Jason; Bordas, Vincent; Cooper, Dave G.; Forbes, Ian T.; Gribble, Andrew D.; Ife, Robert J.; Berkhout, Theo; Gohil, Jayneeta; Groot, Pieter H.E.
Bioorganic and Medicinal Chemistry Letters, 2001 , vol. 11, # 16 p. 2177 - 2180
反应条件
(benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine in tetrahydrofuran T=20°C; 48 h;
参考文献
SANOFI-AVENTIS
Patent: US2012/94986 A1, 2012 ;
Location in patent: Page/Page column 21 ;
反应条件
1,1'-carbonyldiimidazole T=20°C;
参考文献
Dehmlow, Henrietta; Ackermann, Jean; Aebi, Johannes; Blum-Kaelin, Denise; Chucholowski, Alexander; Coassolo, Philippe; Hartman, Peter; Kansy, Manfred; Maerki, Hans Peter; Morand, Olivier; Von Der Mark, Elisabeth; Panday, Narendra; Ruf, Armin; Thoma, Ralf; Schulz-Gasch, Tanja
Chimia, 2005 , vol. 59, # 3 p. 72 - 76
反应条件
1: With borane-THF in tetrahydrofuran T=0°C; 2 h; 2: With water; sodium hydrogencarbonate in tetrahydrofuran
参考文献
GLAXO GROUP LIMITED; JONES, Graham, Elgin; MARKWELL, Roger, Edward; HENNESSY, Alan Joseph; MILES, Timothy; PEARSON, Neil David
Patent: WO2010/45987 A1, 2010 ;
Location in patent: Page/Page column 44 ;
反应条件
1: ammonium hydroxide; chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 1 h / -15 - 20 °C / Inert atmosphere
2: pyridine; trichlorophosphate / 0.5 h / 0 °C
View Scheme
参考文献
MacSari, Istvan; Besidski, Yevgeni; Csjernyik, Gabor; Nilsson, Linda I.; Sandberg, Lars; Yngve, Ulrika; Ahlin, Kristofer; Bueters, Tjerk; Eriksson, Anders B.; Lund, Per-Eric; Venyike, Elisabet; Oerther, Sandra; Hygge Blakeman, Karin; Luo, Lei; Arvidsson, Per I.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 15 p. 6866 - 6880
反应条件
4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in dichloromethane
T=0 - 20°C; 2 h; Inert atmosphere;
参考文献
Staedler, Davide; Chapuis-Bernasconi, Catherine; Dehmlow, Henrietta; Fischer, Holger; Juillerat-Jeanneret, Lucienne; Aebi, Johannes D.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 11 p. 4990 - 5002