叔丁氧羰酰基6-氨基己酸合成路线 （共 35 条）
反应条件
1: 93 percent / N,N-diisopropylethylamine; TBTU / dimethylformamide / 8 h / 20 °C
2: 61 percent / lithium aluminum hydride / tetrahydrofuran / 1.5 h / -78 °C
View Scheme
参考文献
Halim, Marlin; Tremblay, Matthew S.; Jockusch, Steffen; Turro, Nicholas J.; Sames, Dalibor
Journal of the American Chemical Society, 2007 , vol. 129, # 25 p. 7704 - 7705
反应条件
1.1: DIC; HOBt; DIPEA / dimethylformamide / 0.17 h / 0 °C
1.2: 92 percent / dimethylformamide / 0 - 20 °C
2.1: 99 percent / TFA / CH2Cl2 / 1 h / 20 °C
3.1: 88 percent / PyBOP; DIPEA / dimethylformamide / 20 °C
4.1: 80 percent / NaOH / acetone; H2O / 6 h / 0 - 20 °C
View Scheme
参考文献
Gu, Wenxin; Nusinzon, Inna; Smith Jr., Ronald D.; Horvath, Curt M.; Silverman, Richard B.
Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 10 p. 3320 - 3329
反应条件
1: B2H6
2: Mitsunobu reagent (azodicarboxylate, triphenylphosphine)
3: HCl / ethyl acetate
View Scheme
参考文献
Kunieda; Ishizuka; Hirobe
Chemical and pharmaceutical bulletin, 1983 , vol. 31, # 9 p. 3360 - 3362
反应条件
1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 16 h / 0 - 20 °C / |Inert atmosphere
2: trifluoroacetic acid / dichloromethane / 2 h / 0 °C / |Inert atmosphere
View Scheme
参考文献
Cai, Xiaoqing; Whitfield, Timothy; Hixon, Mark S.; Grant, Yanabel; Koob, George F.; Janda, Kim D.
Journal of Medicinal Chemistry, 2013 , vol. 56, # 9 p. 3701 - 3709
反应条件
1: 55 percent / DCC / 1,2-dimethoxy-ethane / 20 h / 0 °C
2: 94 percent / 1,2-dimethoxy-ethane / 3 h
3: 100 percent / H2, AcOH / 10percent Pd/C / methanol / 1 h / 760 Torr
4: 90 percent / DCC / ethyl acetate / 3 h / 0 - 20 °C
5: 0.25 h / 50 °C
6: Et3N / dimethylformamide / 4 h / 60 °C
View Scheme
参考文献
Mikhura, I. V.; Formanovskii, A. A.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1992 , vol. 28, # 2 p. 205 - 212
Khimiya Geterotsiklicheskikh Soedinenii, 1992 , # 2 p. 247 - 255
