2-甲基-2-丙基[(2S)-1-氨基-3-甲基-2-丁烷基]氨基甲酸酯合成路线 （共 12 条）
反应条件
hydrazine in methanol
T=20°C; 22 h; Heating / reflux;
参考文献
SCHERING CORPORATION
Patent: WO2005/85242 A1, 2005 ;
Location in patent: Page/Page column 78-79 ;
WO 2005/085242 A1
反应条件
1: With dimethylsulfide borane complex in toluene
T=90°C; 2 h;
2: With sodium hydroxide; water in toluene
T=0°C;
参考文献
SCHERING CORPORATION
Patent: WO2005/87721 A2, 2005 ;
Location in patent: Page/Page column 214 ;
WO 2005/087721 A2
反应条件
1: With potassium hydroxide; N-benzyl quinidinium chloride in toluene
T=-45°C; 40 h;
2: With ammonium formate; palladium on activated charcoal in methanol
T=0 - 20°C; Title compound not separated from byproducts;
参考文献
Fini, Francesco; Sgarzani, Valentina; Pettersen, Daniel; Herrera, Raquel P.; Bernardi, Luca; Ricci, Alfredo
Angewandte Chemie - International Edition, 2005 , vol. 44, # 48 p. 7975 - 7978
反应条件
1: With triphenylphosphine in tetrahydrofuran
16 h; Inert atmosphere;
2: With water in tetrahydrofuran
6 h;
参考文献
G1 Therapeutics, Inc.; Tavares, Francis X.; Strum, Jay C.
Patent: US2013/237534 A1, 2013 ;
Location in patent: Paragraph 0178 ;
反应条件
lithium aluminium tetrahydride in tetrahydrofuran
T=-10°C;
参考文献
Sureshbabu, Vommina V.; Naik, Shankar A.; Hemantha; Narendra; Das, Ushati; Guru Row, Tayur N.
Journal of Organic Chemistry, 2009 , vol. 74, # 15 p. 5260 - 5266
反应条件
lithium aluminium tetrahydride in tetrahydrofuran
T=0°C; 2 h;
参考文献
O'Brien; Sliskovic; Blankley; Roth; Wilson; Hamelehle; Krause; Stanfield
Journal of Medicinal Chemistry, 1994 , vol. 37, # 12 p. 1810 - 1822
反应条件
1: Et3N / CH2Cl2 / 45 h / 0 °C
2: sodium azide / dimethylformamide / 4 h / 80 °C
3: LAH / tetrahydrofuran / 2 h / 0 °C
View Scheme
参考文献
O'Brien; Sliskovic; Blankley; Roth; Wilson; Hamelehle; Krause; Stanfield
Journal of Medicinal Chemistry, 1994 , vol. 37, # 12 p. 1810 - 1822
反应条件
1: sodium azide / dimethylformamide / 4 h / 80 °C
2: LAH / tetrahydrofuran / 2 h / 0 °C
View Scheme
参考文献
O'Brien; Sliskovic; Blankley; Roth; Wilson; Hamelehle; Krause; Stanfield
Journal of Medicinal Chemistry, 1994 , vol. 37, # 12 p. 1810 - 1822
反应条件
1: LAH / tetrahydrofuran / Ambient temperature
2: Et3N / CH2Cl2 / 45 h / 0 °C
3: sodium azide / dimethylformamide / 4 h / 80 °C
4: LAH / tetrahydrofuran / 2 h / 0 °C
View Scheme
参考文献
O'Brien; Sliskovic; Blankley; Roth; Wilson; Hamelehle; Krause; Stanfield
Journal of Medicinal Chemistry, 1994 , vol. 37, # 12 p. 1810 - 1822
反应条件
1: triethylamine / dichloromethane / 20 °C
2: triphenylphosphine; diethylazodicarboxylate / dichloromethane / 20 °C
3: hydrazine hydrate / ethanol; dichloromethane / 20 °C
View Scheme
参考文献
Hunt, Thomas; Atherton-Watson, Hazel C.; Collingwood, Stephen P.; Coote, Kevin J.; Czarnecki, Sarah; Danahay, Henry; Howsham, Catherine; Hunt, Peter; Paisley, Derek; Young, Alice
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 8 p. 2877 - 2879
