N-BOC-4-氨基苯甲酸合成路线 （共 21 条）
反应条件
1: [O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium]*BF4; N,N-diisopropylethylamine / CH2Cl2; H2O / 20 °C 2: trifluoroacetic acid; triisopropylsilane / 3 h / 20 °C View Scheme
参考文献
Lazar, Carmen; Kluczyk, Alicja; Kiyota, Taira; Konishi, Yasuo
Journal of Medicinal Chemistry, 2004 , vol. 47, # 27 p. 6973 - 6982
反应条件
1.1: EDCI; HOBt; Et3N / dimethylformamide / 24 h / 20 °C 1.2: 69 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
反应条件
1.1: EDCI; HOBt; Et3N / dimethylformamide / 24 h / 20 °C 1.2: 58 percent / dimethylformamide / 48 h / 20 °C 2.1: 98.6 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
反应条件
1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / 20 °C 1.2: 20 °C 2.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 3 h / 20 °C 2.2: pH 10 View Scheme
参考文献
CHIESI FARMACEUTICI S.p.A.; ARMANI, Elisabetta; CAPALDI, Carmelida; CARZANIGA, Laura; ESPOSITO, Oriana
Patent: WO2013/182451 A1, 2013 ;
反应条件
1: With isobutyl chloroformate in dichloromethane 0.25 h; 2: With sodium tetrahydroborate in ethanol
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: isobutyl chloroformate / dichloromethane / 0.25 h
2: hydrogenchloride / water / 1 h
View Scheme
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: N-tert-butoxycarbonyl-para-aminobenzoic acid With 1,1'-carbonyldiimidazole in N,N-dimethyl-formamide
T=20°C; 1 h;
2: piperazine in N,N-dimethyl-formamide
T=20°C; Further stages.;
参考文献
Andrus, Merritt B; Mettath, Sashikumar N; Song, Chun
The Journal of organic chemistry, 2002 , vol. 67, # 23 p. 8284 - 8286
反应条件
1: With benzotriazol-1-ol in dichloromethane; N,N-dimethyl-formamide
72 h;
2: in dichloromethane; N,N-dimethyl-formamide
72 h;
3: With trifluoroacetic acid
T=20°C; 168 h;
参考文献
7TM PHARMA A/S
Patent: WO2003/87044 A2, 2003 ;
Location in patent: Page/Page column 43 ;
WO 03/087044 A2
反应条件
1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole / dichloromethane / 20 °C / |Inert atmosphere
2: hydrogenchloride / ethyl acetate
View Scheme
参考文献
Castor, Katherine J.; Liu, Zhaomin; Fakhoury, Johans; Hancock, Mark A.; Mittermaier, Anthony; Moitessier, Nicolas; Sleiman, Hanadi F.
Chemistry - A European Journal, 2013 , vol. 19, # 52 p. 17836 - 17845
反应条件
1: With benzotriazol-1-ol in dichloromethane; N,N-dimethyl-formamide
72 h;
2: in dichloromethane; N,N-dimethyl-formamide
72 h;
3: With trifluoroacetic acid
T=20°C; 168 h;
参考文献
7TM PHARMA A/S
Patent: WO2003/87044 A2, 2003 ;
Location in patent: Page/Page column 42 ;
WO 03/087044 A2
