7-O-(三乙基硅烷基)-10-去乙酰基浆果赤霉素III合成路线 （共 17 条）
反应条件
1: LiHMDS / tetrahydrofuran / -40 °C 2: HF-pyridine / acetonitrile / 0 - 20 °C View Scheme
参考文献
Ojima, Iwao; Bounaud, Pierre-Yves; Takeuchi, Craig; Pera, Paula; Bernacki, Ralph J.
Bioorganic and Medicinal Chemistry Letters, 1998 , vol. 8, # 2 p. 189 - 194
反应条件
1: lithium hexamethyldisilazide / tetrahydrofuran / -40 - 0 °C 2: 64 percent / sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -30 °C 3: 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
1.1: 4-(N,N-dimethlyamino)pyridine; triethylamine; lithium bromide; CsBr / tetrahydrofuran / 46.5 h / Inert atmosphere; Reflux 2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / -15 - 5 °C / Inert atmosphere 2.2: 1 h / -5 - 5 °C / Inert atmosphere 2.3: 3 h / Inert atmosphere 3.1: hydrogenchloride / water; methanol / 27 h / -5 - 30 °C View Scheme
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 ;
反应条件
1: lithium hexamethyldisilazide / tetrahydrofuran / -40 - 0 °C 2: 64 percent / sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -30 °C 3: HF; pyridine / acetonitrile 4: 90 percent / TFA / CH2Cl2 / 0 °C 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: 7-O-triethylsilyl-10-deacetyl baccatin III With n-butyllithium in tetrahydrofuran 2: triethylsilyl chloride in tetrahydrofuran T=0°C;
参考文献
Florida State University
Patent: EP1193252 A2, 2002 ;
Location in patent: Page 11 ;
反应条件
1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -20 - 20 °C 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C 3: potassium hydride / tetrahydrofuran / 0 - 20 °C 4: 4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide / tetrahydrofuran 5: water; hydrogenchloride / methanol / 20 °C View Scheme
参考文献
Scinopharm Taiwan, LTD.; Hsiao, TsungYu; Henschke, Julian Paul; Tseng, HsinChang
Patent: US2013/116444 A1, 2013 ;
反应条件
1: 67 percent / 0.1N HCl / ethanol / 24 h / 0 °C
2: 71 percent / pyridine / 0.5 h / 80 °C
View Scheme
参考文献
Commercon; Bezard; Bernard; Bourzat
Tetrahedron Letters, 1992 , vol. 33, # 36 p. 5185 - 5188
