3-(N-叔丁氧羰基氨基)苯甲酸合成路线 （共 18 条）
反应条件
1.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole; Et3N / CH2Cl2 / 0.08 h / 0 °C 1.2: 90 percent / Et3N / CH2Cl2 / 20 °C 2.1: TFA / CH2Cl2 / 0 - 20 °C View Scheme
参考文献
Banerji, Biswadip; Conejo-Garcia, Ana; McNeill, Luke A.; McDonough, Michael A.; Buck, Matthew R. G.; Hewitson, Kirsty S.; Oldham, Neil J.; Schofield, Christopher J.
Chemical Communications, 2005 , # 43 p. 5438 - 5440
反应条件
1.1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole; Et3N / CH2Cl2 / 0.08 h / 0 °C 1.2: 90 percent / Et3N / CH2Cl2 / 20 °C 2.1: TFA / CH2Cl2 / 0 - 20 °C View Scheme
参考文献
Banerji, Biswadip; Conejo-Garcia, Ana; McNeill, Luke A.; McDonough, Michael A.; Buck, Matthew R. G.; Hewitson, Kirsty S.; Oldham, Neil J.; Schofield, Christopher J.
Chemical Communications, 2005 , # 43 p. 5438 - 5440
反应条件
1: 1.) NaH / 1.) DMF, from 10 deg C to RT, 1 h, 2.) DMF, RT, 2 h 2: acetone / 0.5 h 3: aq. NaN3 / acetone / 1 h 4: toluene / 2 h / Heating 5: CH2Cl2 / 0.5 h / Ambient temperature 6: aq. HCl / ethyl acetate / 3 h View Scheme
参考文献
Semple, Graeme; Ryder, Hamish; Rooker, David P.; Batt, Andrzej R.; Kendrick, David A.; Szelke, Michael; Ohta, Mitsuaki; Satoh, Masato; Nishida, Akito; Akuzawa, Shinobu; Miyata, Keiji
Journal of Medicinal Chemistry, 1997 , vol. 40, # 3 p. 331 - 341
反应条件
LiOH; methyl iodide in methanol; N,N-dimethyl-formamide
参考文献
Ferring-Research Limited; Yamanouchi Pharmaceutical Co. Ltd.
Patent: US5728829 A1, 1998 ;
反应条件
sodium hydride 1.) DMF, from 10 deg C to RT, 1 h, 2.) DMF, RT, 2 h; Yield given. Multistep reaction;
参考文献
Semple, Graeme; Ryder, Hamish; Rooker, David P.; Batt, Andrzej R.; Kendrick, David A.; Szelke, Michael; Ohta, Mitsuaki; Satoh, Masato; Nishida, Akito; Akuzawa, Shinobu; Miyata, Keiji
Journal of Medicinal Chemistry, 1997 , vol. 40, # 3 p. 331 - 341
反应条件
borane-THF in tetrahydrofuran T=0 - 20°C; 6 h;
参考文献
Nasim, Shama; Guzman, Monica L.; Jordan, Craig T.; Crooks, Peter A.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 16 p. 4879 - 4883
反应条件
1.1: aq. Cs2CO3 / methanol / pH 8
1.2: 47.2 percent / dimethylformamide / 10 h / 30 °C
2.1: TFA; anisole
View Scheme
参考文献
Khan, Gul Shahzada; Dickson, Benjamin D.; Barker, David
Tetrahedron, 2012 , vol. 68, # 6 p. 1790 - 1801
反应条件
1.1: EDCI; HOBt; Et3N / dimethylformamide / 24 h / 20 °C
1.2: 51 percent / dimethylformamide / 48 h / 20 °C
2.1: 100 percent / trifluoroacetic acid / CH2Cl2 / 2 h / 20 °C
View Scheme
参考文献
Mu; Coffing; Riese II; Geahlen; Verdier-Pinard; Hamel; Johnson; Cushman
Journal of Medicinal Chemistry, 2001 , vol. 44, # 3 p. 441 - 452
