7-O-(三乙基硅烷基)浆果赤霉素III合成路线 (共 7 条)
反应条件
1: 66 percent / DPTC; DMAP / toluene / 4 h / 73 °C 2: 76 percent / H2 / Pd(OH)2/C / ethanol / 23 h / 20 °C 3: 100 percent / HCl; H2O / ethanol / 2 h / 20 °C View Scheme
参考文献
Mukaiyama, Teruaki; Shiina, Isamu; Iwadare, Hayato; Saitoh, Masahiro; Nishimura, Toshihiro; Ohkawa, Naoto; Sakoh, Hiroki; Nishimura, Koji; Tani, Yu-Ichirou; Hasegawa, Masatoshi; Yamada, Koji; Saitoh, Katsuyuki
Chemistry - A European Journal, 1999 , vol. 5, # 1 p. 121 - 161
反应条件
4-(N,N-dimethlyamino)pyridine; dicyclohexyl-carbodiimide 1.) toluene;
参考文献
Denis; Kanazawa; Greene
Tetrahedron Letters, 1994 , vol. 35, # 1 p. 105 - 108
反应条件
pyridine hydrogenfluoride in tetrahydrofuran
参考文献
Danishefsky, Samuel J.; Masters, John J.; Young, Wendy B.; Link; Snyder, Lawrence B.; Magee, Thomas V.; Jung, David K.; Isaacs, Richard C. A.; Bornmann, William G.; Alaimo, Cheryl A.; Coburn, Craig A.; Di Grandi, Martin J.
Journal of the American Chemical Society, 1996 , vol. 118, # 12 p. 2843 - 2859
反应条件
1: With lithium hexamethyldisilazane in tetrahydrofuran T=-40°C; 0.833333 h; 2: With pyridine; pyridine hydrogenfluoride T=0 - 20°C; Title compound not separated from byproducts;
参考文献
Ge, Haibo; Spletstoser, Jared T.; Yang, Yan; Kayser, Margaret; Georg, Gunda I.
Journal of Organic Chemistry, 2007 , vol. 72, # 3 p. 756 - 759
反应条件
1: 64 percent / sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -30 °C 2: 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: 64 percent / sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -30 °C 2: HF; pyridine / acetonitrile 3: 90 percent / TFA / CH2Cl2 / 0 °C View Scheme
参考文献
Tian, Lei; Wu, Keying; Tao, Jie; Chen, Liqin
Journal of Labelled Compounds and Radiopharmaceuticals, 2011 , vol. 54, # 6 p. 318 - 323
反应条件
1: 66 percent / DPTC; DMAP / toluene / 4 h / 73 °C
2: 76 percent / H2 / Pd(OH)2/C / ethanol / 23 h / 20 °C
View Scheme
参考文献
Shiina, Isamu; Saitoh, Katsuyuki; Frechard-Ortuno, Isabelle; Mukaiyama, Teruaki
Chemistry Letters, 1998 , # 1 p. 3 - 4