10-脱乙酰基巴卡丁 III合成路线 （共 66 条）
反应条件
CsBr; sodium hydride in tetrahydrofuran; N,N-dimethyl-formamide T=-20 - 20°C; 2.33333 h; Inert atmosphere;
参考文献
YUNG SHIN PHARM. IND. CO., LTD.; KUNG, Liang-Rern; HUNG, Yi-Ting; FANG, Tung-Shen; CHANG, Po-Wei; HUANG, Tsang-Miao
Patent: WO2014/22237 A1, 2014 ;
Location in patent: Page/Page column 6; 7 ;
反应条件
CsBr; sodium hydride in tetrahydrofuran; N,N-dimethyl-formamide T=-20 - 20°C; 2.33333 h; Inert atmosphere;
参考文献
YUNG SHIN PHARM. IND. CO., LTD.; KUNG, Liang-Rern; HUNG, Yi-Ting; FANG, Tung-Shen; CHANG, Po-Wei; HUANG, Tsang-Miao
Patent: WO2014/22237 A1, 2014 ;
Location in patent: Page/Page column 7 ;
反应条件
CsBr; sodium hydride in tetrahydrofuran; N,N-dimethyl-formamide; mineral oil T=-20 - 20°C; 2 h; Inert atmosphere; Product distribution / selectivity;
参考文献
YUNG SHIN PHARM. IND. CO., LTD.; KUNG, Liang-Rern; HUNG, Yi-Ting; FANG, Tung-Shen; CHANG, Po-Wei; HUANG, Tsang-Miao
Patent: WO2014/22237 A1, 2014 ;
Location in patent: Page/Page column 5; 6 ;
反应条件
1: acetic anhydride; acetic acid / 120 h / 23 °C / Inert atmosphere 2: water / Raney nickel / methanol / 23 °C 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 ;
反应条件
1: 91 percent / pyridine / 17 h / 25 °C 2: 96 percent / 4-methylmorpholine N-oxide. 4A molecular sieves, tetrapropylammonium perruthenate / CH2Cl2 / 0.5 h / 25 °C 3: 93 percent Turnov. / aq. K2CO3 / methanol / 2.5 h / 0 °C 4: 85 percent / pyridine / toluene / 0.5 h / 0 °C 5: 95 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 0.5 h / 25 °C 6: tetrahydrofuran; cyclohexane / 15 h / -78 °C 7: 94 percent Turnov. / NaBH4 / methanol / 3 h / 25 °C 8: 86 percent Turnov. / NaN(SiMe3)2 / tetrahydrofuran / 0.5 h / 0 °C 9: 80 percent / HF*pyridine / tetrahydrofuran / 1.25 h / 25 °C View Scheme
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
lanthanum trifluoromethanesulphonate in tetrahydrofuran 2 h;
参考文献
Damen, Eric W. P.; Braamer, Lesly; Scheeren, Hans W.
Tetrahedron Letters, 1998 , vol. 39, # 33 p. 6081 - 6082
反应条件
1: pyridine / Ambient temperature 2: LiHMDS / tetrahydrofuran / -40 °C 3: HF-pyridine / acetonitrile / 0 - 20 °C View Scheme
参考文献
Chen, Ming; Chen, Hui; Ma, Jiangwei; Liu, Xueying; Zhang, Shengyong
Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 13 p. 2867 - 2870
反应条件
sodium acetate 1.) 0 deg C, 30 h; 2.) water, 20 deg C, 25 h; Yield given. Multistep reaction;
参考文献
Cravallee, Christelle; Didier, Eric; Pecquet, Pascal
Tetrahedron Letters, 1998 , vol. 39, # 24 p. 4263 - 4266
参考文献
Kolodiazhnyi; Guliayko; Gryshkun; Kolodiazhna; Nesterov; Kachkovskyi
Phosphorus, Sulfur and Silicon and the Related Elements, 2008 , vol. 183, # 2-3 p. 393 - 398
反应条件
in dimethyl sulfoxide T=35°C; 0.5 h; pH 8.5-9.0; rate of acetylation in presence 10-hydroxytaxane O-acetyltransferase (from cell suspension cultures of Taxus chinensis);
参考文献
Menhard, Birgitta; Zenk, Meinhart H.
Phytochemistry, 1999 , vol. 50, # 5 p. 763 - 774
