N-苄氧羰基-L-苯丙氨酸合成路线 (共 122 条)
反应条件
triethylamine; isobutyl chloroformate 1.) diethyl ether, tetrahydrofuran, -20 deg C, 15 min 2.) diethyl ether, tetrahydrofuran, 1 h at -10 deg C then 12 h at 5 deg C; Yield given. Multistep reaction;
参考文献
Plucinska, Krystyna; Liberek, Bogdan
Tetrahedron, 1987 , vol. 43, # 15 p. 3509 - 3518
反应条件
1: DCC, HOBt 2: H2 / Pd View Scheme
参考文献
Harada, Kaoru; Shiono, Katsuji; Nomoto, Shinya
Chemistry Letters, 1980 , p. 1271 - 1274
反应条件
1: 45 percent / DCC / acetonitrile / -10 °C 2: palladium / ethanol; cyclohexene / 0.5 h / Heating 3: 59 percent / DCC, 1-hydroxybenzotriazole / acetonitrile; dimethylformamide / -10 °C 4: palladium / ethanol / 0.5 h / Heating 5: 46 percent / dimethylformamide / 4 °C 6: 74 percent / thioanisole, trifluoroacetic acid / 1 h / Ambient temperature View Scheme
参考文献
Okada; Ohta
Chemical and Pharmaceutical Bulletin, 1982 , vol. 30, # 2 p. 581 - 585
反应条件
1: 64 percent / DCCI / tetrahydrofuran / 18 h / 5 °C 2: 70.4 percent / acetic acid / tetrahydrofuran / 48 h / Ambient temperature 3: 90.8 percent / HBr / acetic acid / 0.83 h / Ambient temperature 4: 75 percent / acetic acid / tetrahydrofuran / 48 h / Ambient temperature 5: 95.3 percent / HBr / acetic acid / 0.83 h / Ambient temperature 6: 73.7 percent / acetic acid / tetrahydrofuran / 48 h / Ambient temperature 7: 93.8 percent / HBr / acetic acid / 0.83 h / Ambient temperature 8: 80 percent / acetic acid / tetrahydrofuran / 48 h / Ambient temperature 9: 60 percent / H2 / 5percent Pd/C / methanol; H2O / 24 h / 760 Torr View Scheme
参考文献
Mincev, Stoyan; Derdowska, Izabela; Kupryszewski, Gotfryd
Polish Journal of Chemistry, 1980 , vol. 54, # 3 p. 443 - 452
反应条件
in neat (no solvent) Milling;
参考文献
Konnert, Laure; Lamaty, Frederic; Martinez, Jean; Colacino, Evelina
Journal of Organic Chemistry, 2014 , vol. 79, # 9 p. 4008 - 4017
反应条件
1: triethylamine, ethyl chloroformate / CHCl3 / 1.) -5 degC, 30 min., 2.) heating to bp. 2: 40percent HBr / acetic acid View Scheme
参考文献
Canadian Journal of Chemistry, , vol. 60, p. 3081 - 3084
反应条件
1: Et3N 2: 2.) 6N HCl / 1.) THF, 4 deg C, 15 h; 2.) THF, dioxane, -15 deg C, 3 h 3: 25percent HBr/AcOH View Scheme
参考文献
Okada; Tsuda; Teno; Nagamatsu; Okamoto
Chemical and Pharmaceutical Bulletin, 1988 , vol. 36, # 12 p. 4794 - 4801
反应条件
1.1: thionyl chloride / dichloromethane / 0.25 h / 20 °C 1.2: 2.5 h / 20 °C 2.1: triethylamine / water; acetonitrile / 20 °C 3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 12 h / 20 °C 4.1: 10 palladium on activated charcoal; hydrogen / methanol / 4 h 5.1: N-ethyl-N,N-diisopropylamine / water; acetonitrile / 12 h / 20 °C 6.1: 10 palladium on activated charcoal; hydrogen / methanol / 4 h 7.1: piperidine / N,N-dimethyl-formamide / 1 h / 50 °C / Microwave irradiation View Scheme
参考文献
El Khatib, Mirna; Elagawany, Mohamed; Jabeen, Farukh; Todadze, Ekaterina; Bol'Shakov, Oleg; Oliferenko, Alexander; Khelashvili, Levan; El-Feky, Said A.; Asiri, Abdullah; Katritzky, Alan R.
Organic and Biomolecular Chemistry, 2012 , vol. 10, # 25 p. 4836 - 4838
反应条件
1: PTSA / benzene 2: H2 / 10percent Pd/C / methanol View Scheme
参考文献
Hanessian, Stephen; Jennequin, Thomas; Boyer, Nicolas; Babonneau, Vincent; Soma, Udaykumar; Mannoury La Cour, Clotilde; Millan, Mark J.; De Nanteuil, Guillaume
ACS Medicinal Chemistry Letters, 2014 , vol. 5, # 5 p. 550 - 555
反应条件
1: 4-methyl-morpholine / ethylene glycol dimethyl ether / 20 °C 2: sodium tetrahydroborate; water / -15 °C 3: triethylamine / dichloromethane / 0 °C 4: caesium carbonate / N,N-dimethyl-formamide / 20 °C 5: water; dihydrogen peroxide; acetic acid / 20 °C View Scheme
参考文献
Brouwer, Arwin J.; Ceylan, Tarik; Jonker, Anika M.; Linden, Tima Van Der; Liskamp, Rob M.J.
Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 7 p. 2397 - 2406