10-脱乙酰基巴卡丁 III合成路线 (共 66 条)
反应条件
1H-imidazole in N,N-dimethyl-formamide
参考文献
Ojima, Iwao; Fumero-Oderda, Cecilia L.; Kuduk, Scott D.; Ma, Zhuping; Kirikae, Fumiko; Kirikae, Teruo
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 13 p. 2867 - 2888
反应条件
pyridine T=25°C; 17 h;
参考文献
Nicolaou; Nantermet; Ueno; Guy; Couladouros; Sorensen
Journal of the American Chemical Society, 1995 , vol. 117, # 2 p. 624 - 633
反应条件
4-(N,N-dimethlyamino)pyridine in DMF (N,N-dimethyl-formamide) T=0 - 5°C; 5 h;
参考文献
Florida State University Research Foundation, Inc.
Patent: US2005/228037 A1, 2005 ;
Location in patent: Page/Page column 6-7 ;
反应条件
1: 100 percent / imidazole / dimethylformamide 2: lithium hexamethyldisilazide / tetrahydrofuran / -40 - 0 °C 3: 64 percent / sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -30 °C 4: HF; pyridine / acetonitrile View Scheme
参考文献
Ojima, Iwao; Fumero-Oderda, Cecilia L.; Kuduk, Scott D.; Ma, Zhuping; Kirikae, Fumiko; Kirikae, Teruo
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 13 p. 2867 - 2888
反应条件
1: 4-(N,N-dimethlyamino)pyridine / tetrahydrofuran / 1.5 h / 40 - 60 °C 2: sodium hexamethyldisilazane; sodium hydride / tetrahydrofuran / 2.5 h / -40 °C 3: palladium on carbon; hydrogen / tetrahydrofuran / 5 h / 20 °C 4: acetic acid / water / 4 h / 20 °C View Scheme
参考文献
Sekhar; Vishweshwar, Peddy; Acharyulu, Palle V. R.; Anjaneyulu, Yerramilli
Synthetic Communications, 2012 , vol. 42, # 23 p. 3482 - 3492
参考文献
Qi, Chuan-Min; Wang, Yun-Feng; Yang, Ling-Chun
Journal of Heterocyclic Chemistry, 2005 , vol. 42, # 4 p. 679 - 684
反应条件
1: 100 percent / imidazole / dimethylformamide 2: lithium hexamethyldisilazide / tetrahydrofuran / -40 - 0 °C 3: 64 percent / sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -30 °C 4: HF; pyridine / acetonitrile 5: 90 percent / TFA / CH2Cl2 / 0 °C View Scheme
参考文献
INDENA S.P.A
Patent: WO2006/108561 A1, 2006 ;
Location in patent: Page/Page column 6-7 ;
反应条件
1: With 4-(N,N-dimethlyamino)pyridine; triethylamine in tetrahydrofuran T=25°C; Inert atmosphere; 2: With lithium bromide in tetrahydrofuran T=20 - 70°C; Inert atmosphere;
参考文献
Kung, Liang-Rern; Chang, Shih-Sheng; Fang, Tung-Shen; Lin, Shu-Fen; Chang, Cheng-Chang; Chen, Chia-Hui; Hung, Yi-Ting; Cheng, Ming-Ching
Patent: US2012/149925 A1, 2012 ;
Location in patent: Page/Page column 9 ;
反应条件
1H-imidazole in N,N-dimethyl-formamide 96 h; Ambient temperature; Further byproducts given;
参考文献
Tetrahedron, , vol. 55, # 21 p. 6567 - 6576
反应条件
1: sodium hydride; CsBr / N,N-dimethyl-formamide; tetrahydrofuran; mineral oil / 2 h / -20 - 20 °C / Inert atmosphere 2: sodium hydride; anhydrous iron chloride / tetrahydrofuran; mineral oil / 2.5 h / -15 - 20 °C / Inert atmosphere 3: hydrogenchloride / water; methanol / -5 - 5 °C / pH 1 - 2 View Scheme
参考文献
PLUS CHEMICALS SA; TEVA PHARMACEUTICALS USA, INC.; SIMO, Ondrej; VRASPIR, Pavel; HOLAS, Tomas; JEGOROV, Alexandr; GABRIEL, Roman
Patent: WO2012/142117 A1, 2012 ;