(1-苄基氮杂丁烷-2,4-二基)二甲醇合成路线 (共 7 条)
反应条件
methanol; sodium tetrahydroborate in tetrahydrofuran T=-4 - 20°C; Cooling with acetone-dry iceInert atmosphere;
参考文献
TARGACEPT, INC.; JORDAN, Kristen G.; LETCHWORTH, Sharon Rae
Patent: WO2014/11863 A1, 2014 ;
Location in patent: Page/Page column 22; 23 ;
反应条件
sodium tetrahydroborate in tert-butyl alcohol 0.75 h; Ambient temperature;
参考文献
Kozikowski, Alan P.; Tueckmantel, Werner; Reynolds, Ian J.; Wroblewski, Jarda T.
Journal of Medicinal Chemistry, 1990 , vol. 33, # 6 p. 1561 - 1571
反应条件
1: 34 percent / dimethylformamide / 80 °C 2: 16 percent / NaBH4 / 2-methyl-propan-2-ol / 0.75 h / Ambient temperature View Scheme
参考文献
Guanti, Giuseppe; Riva, Renata
Tetrahedron Asymmetry, 2001 , vol. 12, # 4 p. 605 - 618
反应条件
1: 1.) Br2 / 1.) 75-85 deg C, 2.5 h, irrad., 2.) RT, overnight 2: 32 percent / benzene / 24 h 3: 80 percent / LiAlH4 / diethyl ether / 0 - 20 °C View Scheme
参考文献
TARGACEPT, INC.; JORDAN, Kristen G.; LETCHWORTH, Sharon Rae
Patent: WO2014/11863 A1, 2014 ;
反应条件
2: oxalyl dichloride / N,N-dimethyl-formamide 3: N,N-dimethyl-formamide / 80 °C 4: sodium tetrahydroborate / THF-d8 (tetrahydrofuran-d8); ethanol / 0 °C View Scheme
参考文献
Ding, Derong; Nickell, Justin R.; Deaciuc, Agripina G.; Penthala, Narsimha Reddy; Dwoskin, Linda P.; Crooks, Peter A.
Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 21 p. 6771 - 6777
反应条件
1: oxalyl dichloride / N,N-dimethyl-formamide 2: N,N-dimethyl-formamide / 80 °C 3: sodium tetrahydroborate / THF-d8 (tetrahydrofuran-d8); ethanol / 0 °C View Scheme
参考文献
Ding, Derong; Nickell, Justin R.; Deaciuc, Agripina G.; Penthala, Narsimha Reddy; Dwoskin, Linda P.; Crooks, Peter A.
Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 21 p. 6771 - 6777
反应条件
1: diethyl ether / 8 - 20 °C / |Inert atmosphere; |Cooling with ice 2: N,N-dimethyl-formamide / 18 - 95 °C / |Inert atmosphere 3: methanol; sodium tetrahydroborate / tetrahydrofuran / -4 - 20 °C / |Cooling with acetone-dry ice; |Inert atmosphere View Scheme
参考文献
TARGACEPT, INC.; JORDAN, Kristen G.; LETCHWORTH, Sharon Rae
Patent: WO2014/11863 A1, 2014 ;