甲基 1,3-苯并二恶唑-5-羧酸酯合成路线 （共 49 条）
反应条件
hydrazine hydrate in ethanol 3.5 h; Reflux;
参考文献
Kuemmerle, Arthur E.; Raimundo, Juliana M.; Leal, Carla M.; da Silva, Givanildo S.; Balliano, Tatiane L.; Pereira, Mariano A.; de Simone, Carlos A.; Sudo, Roberto T.; Zapata-Sudo, Gisele; Fraga, Carlos A.M.; Barreiro, Eliezer J.
European Journal of Medicinal Chemistry, 2009 , vol. 44, # 10 p. 4004 - 4009
反应条件
Destillation des Reaktionsprodukts im Vakuum;
参考文献
Boettcher
Chemische Berichte, 1909 , vol. 42, p. 256
Full Text Show Details
Behal; Tiffeneau
Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1904 , vol. 139, p. 140
Bulletin de la Societe Chimique de France, 1908 , vol. <4> 3, p. 735
反应条件
nitric acid; tin(IV) chloride in dichloromethane
T=-70°C;
参考文献
Garofalo, Antonio; Goossens, Laurence; Baldeyrou, Brigitte; Lemoine, Amelie; Ravez, Severine; Six, Perrine; David-Cordonnier, Marie-Helene; Bonte, Jean-Paul; Depreux, Patrick; Lansiaux, Amelie; Goossens, Jean-Francois
Journal of Medicinal Chemistry, 2010 , vol. 53, # 22 p. 8089 - 8103
反应条件
1.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / -60 °C
1.2: 76 percent / tetrahydrofuran / 0.33 h / -60 °C
2.1: 92 percent / N-bromosuccinimide / CH2Cl2 / 0.5 h / 20 °C
View Scheme
参考文献
Kim, Dae-Kee; Jang, Yoojeung; Ho, Soon Lee; Park, Hyun-Ju; Yoo, Jakyung
Journal of Medicinal Chemistry, 2007 , vol. 50, # 13 p. 3143 - 3147
参考文献
van Linge
Recueil des Travaux Chimiques des Pays-Bas, 1897 , vol. 16, p. 45
反应条件
1: 1.) n-BuLi / 1.) hexane, THF, 0 deg C, 30 min; 2.) THF, -78 deg C -> RT
2: 90.7 percent / NaBH4 / ethanol / 3 h / Heating
3: 86.4 percent / NaH / dimethylformamide; various solvent(s)
View Scheme
参考文献
Buss, Antony D.; Warren, Stuart
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985 , p. 2307 - 2326
反应条件
1: nitric acid; tin(IV) chloride / dichloromethane / -70 °C
2: hydrogen / methanol / 20 °C
View Scheme
参考文献
Garofalo, Antonio; Goossens, Laurence; Baldeyrou, Brigitte; Lemoine, Amelie; Ravez, Severine; Six, Perrine; David-Cordonnier, Marie-Helene; Bonte, Jean-Paul; Depreux, Patrick; Lansiaux, Amelie; Goossens, Jean-Francois
Journal of Medicinal Chemistry, 2010 , vol. 53, # 22 p. 8089 - 8103
反应条件
diethyl ether; sodium; acetone
参考文献
Mors et al.
Journal of the American Chemical Society, 1957 , vol. 79, p. 4507,4510
反应条件
methyllithium
1.) THF, ether, 0 deg C, 2.) THF, ether, 2 h; Yield given. Multistep reaction;
参考文献
Anderson, Karen; Kuruvilla, Alice; Uretsky, Norman; Miller, Duane D.
Journal of Medicinal Chemistry, 1981 , vol. 24, # 6 p. 683 - 687
