4-(Boc-氨基)-1-甲基吡咯-2-羧酸合成路线 （共 25 条）
反应条件
1: N-Methyl-4-nitropyrrole-2-carboxylic Acid Methyl Ester With hydrogen; palladium 10 on activated carbon in ethyl acetate T=20°C; 12 h; 2: 4-[[(tert-Butyloxy)carbonyl]-amino]-1-methylpyrrole-2-carboxylic acid With 4-(N,N-dimethlyamino)pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in N,N-dimethyl-formamide T=20°C; 3 h;
参考文献
WO2007/29364 A1, ;
Page/Page column 19-20 ;
反应条件
1: 1.) aq. Cs2CO2 / 1) H2O, EtOH; 2) DMF, 40 deg C, overnight
2: TFA / CH2Cl2 / 1 h
3: 1.) dicyclohexylcarbodiimide, HOBt, 2.) TEA / 1) CH2Cl2, 1 h; 2) CH2Cl2, 2 h, 0 deg C, 20 deg C (15 h)
4: 95 percent / H2 / Pd/C / ethanol / 12 h
View Scheme
参考文献
Bailly; Pommery; Houssin; Henichart
Journal of Pharmaceutical Sciences, 1989 , vol. 78, # 11 p. 910 - 917
反应条件
1: 1.) aq. Cs2CO2 / 1) H2O, EtOH; 2) DMF, 40 deg C, overnight
2: TFA / CH2Cl2 / 1 h
3: 1.) dicyclohexylcarbodiimide, HOBt, 2.) TEA / 1) CH2Cl2, 1 h; 2) CH2Cl2, 2 h, 0 deg C, 20 deg C (15 h)
4: 95 percent / H2 / Pd/C / ethanol / 12 h
5: 59 percent / TFA, EDC / dimethylformamide / Ambient temperature
6: 77 percent / H2 / Pd/C / dimethylformamide / 6 h / Ambient temperature
View Scheme
参考文献
Bailly; Pommery; Houssin; Henichart
Journal of Pharmaceutical Sciences, 1989 , vol. 78, # 11 p. 910 - 917
反应条件
1.1: 4.3 mg / EDCI; DMAP / dimethylformamide / 16 h / 25 °C
2.1: 98 percent / aq. LiOH / tetrahydrofuran; methanol / 8 h / 60 °C
3.1: EDCI; DMAP / dimethylformamide / 1 h / 25 °C
3.2: 68 percent / dimethylformamide / 13 h / 25 °C
4.1: HCl / ethyl acetate / 1 h / 25 °C
5.1: 3.8 mg / CDI / tetrahydrofuran / 3 h / 25 °C
View Scheme
参考文献
Boger, Dale L.; Fink, Brian E.; Hedrick, Michael P.
Journal of the American Chemical Society, 2000 , vol. 122, # 27 p. 6382 - 6394
反应条件
1: 4.3 mg / EDCI; DMAP / dimethylformamide / 16 h / 25 °C
2: 98 percent / aq. LiOH / tetrahydrofuran; methanol / 8 h / 60 °C
3: EDCI; DMAP / dimethylformamide / 14 h / 25 °C
4: HCl / ethanol / 2.5 h / 0 - 25 °C
5: NH3 / ethanol / 1 h / 25 °C
6: methanol; tetrahydrofuran / 1 h / -40 °C
View Scheme
参考文献
Boger, Dale L.; Fink, Brian E.; Hedrick, Michael P.
Journal of the American Chemical Society, 2000 , vol. 122, # 27 p. 6382 - 6394
