4-[N-(2,4-二氨基-6-蝶啶甲基)-N-甲氨基]苯甲酸半盐酸盐n水合成路线 （共 19 条）
反应条件
1: 83 percent / diphenylphosphoryl azide; Et3N / dimethylsulfoxide / 20 h 2: 100 percent / tetramethylguanidine / dimethylsulfoxide / 1 h / 25 °C View Scheme
参考文献
Luo, Jin; Smith, Michael D.; Lantrip, Douglas A.; Wang, Susan; Fuchs
Journal of the American Chemical Society, 1997 , vol. 119, # 42 p. 10004 - 10013
反应条件
trimethylsilyl bromide; diethyl cyanophosphonate; triethylamine
1) CH2Cl2, 18 h, room temperature; 2) DMF, 3 h, RT; 3) DMF, 12 d, RT; Yield given. Multistep reaction;
参考文献
Rosowsky; Forsch; Moran; Kohler; Freisheim
Journal of Medicinal Chemistry, 1988 , vol. 31, # 7 p. 1326 - 1331
反应条件
1: 1.) diethyl phosphorocyanidate, Et3N, 2.) Et3N / 1.) DMF, 80 deg C, 2 min, 2.) DMF, 80 deg C, 2 h
2: 88 percent / Ba(OH)2*8H2O / ethanol; H2O / Ambient temperature
View Scheme
参考文献
Rosowsky, Andre; Forsch, Ronald; Uren, Jack; Wick, Michael
Journal of Medicinal Chemistry, 1981 , vol. 24, # 12 p. 1450 - 1455
反应条件
1: N-methylmorpholine / dimethylsulfoxide; dimethylformamide / 30 h / 0 °C
2: KH poliamide resin, 4-(dimethylamino)pyridine, N-methylmorpholine, piperidine, 1percent TFA
3: 0.1 N HCl / tetrahydrofuran / 18 h / 25 °C
View Scheme
参考文献
Abraham; Nair; Kisliuk; Gaumont; Galivan
Journal of Medicinal Chemistry, 1990 , vol. 33, # 2 p. 711 - 717
反应条件
diethyl cyanophosphonate; triethylamine
1.) DMF, RT, overnight, 2.) DMF, CCl4, overnight; Yield given. Multistep reaction;
参考文献
Moran; Colman; Forsch; Rosowsky
Journal of Medicinal Chemistry, 1984 , vol. 27, # 10 p. 1263 - 1267
反应条件
1: triethylamine / dimethylformamide / 0.25 h / Ambient temperature
2: triethylamine / dimethylformamide / 0.5 h / 80 °C
View Scheme
参考文献
Rosowsky, A.; Yu, C.-S.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 10 p. 1448 - 1452
反应条件
1: 1.) diethyl phosphorocyanidate, Et3N, 2.) Et3N / 1.) DMF, 25 deg C, 2.5 h, 2.) DMF, 25 deg C, 70 h
2: 86 percent / aq. Ba(OH)2 / 22 h
View Scheme
参考文献
Rosowsky; Freisheim; Bader; Forsch; Susten; Cucchi
Journal of Medicinal Chemistry, 1985 , vol. 28, # 5 p. 660 - 667
参考文献
Am.Cyanamid Co.
Patent: US2525150 , 1949 ;
反应条件
1: N-methylmorpholine / various solvent(s) / 0.33 h / 0 °C
2: N-methylmorpholine / 1 h / 60 °C
3: 41 percent / 1 M BBr3 / CH2Cl2 / 1.) -10 deg C, 1 h, 2.) 25 deg C, 2 h
View Scheme
参考文献
Kempton, Robert J.; Black, Angelique M.; Anstead, Gregory M.; Kumar, A. Ashok; Blankenship, Dale T.; Freisheim, James H.
Journal of Medicinal Chemistry, 1982 , vol. 25, # 4 p. 475 - 477
