1H-2-苯并吡喃-7-羧基LIC酸,5-氯-3,4-二氢-8-羟基-3-甲基-1-氧代合成路线 （共 10 条）
反应条件
1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane 2: N,N-dimethyl-formamide; triethylamine / dichloromethane / 0.25 h 3: trifluoroacetic acid / dichloromethane / 1 h / 20 °C View Scheme
参考文献
Bouisseau, Anais; Roland, Aurelie; Reillon, Florence; Schneider, Remi; Cavelier, Florine
Organic Letters, 2013 , vol. 15, # 15 p. 3888 - 3890
反应条件
1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / chloroform / 20.25 h / 0 - 25 °C / |Inert atmosphere 2: trifluoroacetic acid / dichloromethane / 6 h / 25 °C View Scheme
参考文献
Plastina, Pierluigi; Fazio, Alessia; Gabriele, Bartolo; Attya, Mohamed; Sindona, Giovanni
Natural Product Research, 2012 , vol. 26, # 19 p. 1799 - 1805,7
Title/Abstract Full Text Show Details
Plastina, Pierluigi; Fazio, Alessia; Attya, Mohamed; Sindona, Giovanni; Gabriele, Bartolo
Natural Product Research, 2012 , vol. 26, # 19 p. 1799 - 1805
反应条件
1: With sulfuryl dichloride in dichloromethane
T=20°C; 12 h;
2: With lithium hydroxide hydrate in methanol
T=20°C; 12 h; Reflux;
3: With hydrogenchloride in methanol; water
pH=3;
参考文献
Cramer, Benedikt; Harrer, Henning; Nakamura, Kazuhiko; Uemura, Daisuke; Humpf, Hans-Ulrich
Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 1 p. 343 - 347
反应条件
n-butyllithium; acetic acid; diisopropylamine in tetrahydrofuran
参考文献
Iowa State University Research Foundation, Inc.
Patent: US4346039 A1, 1982 ;
反应条件
hydrogenchloride
96 h; Heating;
参考文献
Sibi,M.P.; Chattopadhyay,S.; Dankwardt,J.
Journal of the American Chemical Society, 1985 , vol. 107, p. 6312
反应条件
1: 77 percent / sec-BuLi, TMEDA / tetrahydrofuran / 1.) -78 deg C, 1 h; 2.) RT
2: 1.) sec-BuLi, TMEDA; 2.) K2CO3 / 1.) THF, -78 deg C to RT; 2.) acetone, reflux, 20 h
3: 38 percent / 1.) sec-BuLi, TMEDA; 2.) MgBr2*Et2O / tetrahydrofuran / 1.) -78 deg C, 30 min; 2.) RT
4: 49 percent / 6N HCl / 96 h / Heating
View Scheme
参考文献
Sibi,M.P.; Chattopadhyay,S.; Dankwardt,J.
Journal of the American Chemical Society, 1985 , vol. 107, p. 6312
反应条件
1: 1.) sec-BuLi, TMEDA; 2.) K2CO3 / 1.) THF, -78 deg C to RT; 2.) acetone, reflux, 20 h
2: 38 percent / 1.) sec-BuLi, TMEDA; 2.) MgBr2*Et2O / tetrahydrofuran / 1.) -78 deg C, 30 min; 2.) RT
3: 49 percent / 6N HCl / 96 h / Heating
View Scheme
参考文献
Sibi,M.P.; Chattopadhyay,S.; Dankwardt,J.
Journal of the American Chemical Society, 1985 , vol. 107, p. 6312
反应条件
lithium hydroxide hydrate in ethanol; water
1 h; Reflux;
参考文献
Bouisseau, Anais; Roland, Aurelie; Reillon, Florence; Schneider, Remi; Cavelier, Florine
Organic Letters, 2013 , vol. 15, # 15 p. 3888 - 3890
反应条件
1: sulfuryl dichloride / dichloromethane / 18 h / 20 °C / |Inert atmosphere
2: lithium hydroxide hydrate / ethanol; water / 1 h / |Reflux
View Scheme
参考文献
Bouisseau, Anais; Roland, Aurelie; Reillon, Florence; Schneider, Remi; Cavelier, Florine
Organic Letters, 2013 , vol. 15, # 15 p. 3888 - 3890
反应条件
lithium hydroxide hydrate in methanol
5 h; Reflux;
参考文献
Gabriele, Bartolo; Attya, Mohamed; Fazio, Alessia; Di Donna, Leonardo; Plastina, Pierluigi; Sindona, Giovanni
Synthesis, 2009 , # 11 art. no. Z01909SS, p. 1815 - 1820
