(3S,5S)-3,5-二[[(叔丁基)二甲基硅烷基]氧基]-1-羟基-环己烷羧酸甲酯合成路线 (共 6 条)
反应条件
1: 74 percent / Et3N / dimethylformamide / 16 h / 20 °C 2: 83 percent / CH2Cl2 / 120 h / 20 °C 3: 93 percent / Bu3SnH; AIBN / toluene / 2 h / 85 °C View Scheme
参考文献
CYTOCHROMA INC.; JOHNS HOPKINS UNIVERSITY; POSNER, Gary, H.; HESS, Lindsey, C.; KALINDA, Alvin, S.; SLACK, Rachel, D.; SAHA, Uttam; PETKOVICH, P., Martin
Patent: WO2011/88209 A2, 2011 ;
反应条件
1: 83 percent / CH2Cl2 / 120 h / 20 °C 2: 93 percent / Bu3SnH; AIBN / toluene / 2 h / 85 °C View Scheme
参考文献
CYTOCHROMA INC.; JOHNS HOPKINS UNIVERSITY; POSNER, Gary, H.; HESS, Lindsey, C.; KALINDA, Alvin, S.; SLACK, Rachel, D.; SAHA, Uttam; PETKOVICH, P., Martin
Patent: WO2011/88209 A2, 2011 ;
反应条件
1: 100 percent / HCl / 6 h / 60 °C 2: 74 percent / Et3N / dimethylformamide / 16 h / 20 °C 3: 83 percent / CH2Cl2 / 120 h / 20 °C 4: 93 percent / Bu3SnH; AIBN / toluene / 2 h / 85 °C View Scheme
参考文献
Diaz, Monica; Ferrero, Miguel; Fernandez, Susana; Gotor, Vicente
Tetrahedron Letters, 2000 , vol. 41, # 5 p. 775 - 779
反应条件
sodium tetrahydroborate in ethanol T=0 - 20°C;
参考文献
McGILL UNIVERSITY
Patent: WO2007/131364 A1, 2007 ;
Location in patent: Page/Page column 23; 41 ;
反应条件
1: 60 percent / DIBAL-H / toluene / 2 h / -78 °C
2: 78 percent / satd. NaIO4 / H2O; methanol / 0.5 h / 0 °C
3: 86 percent / LDA / tetrahydrofuran / 2 h / -78 °C
View Scheme
参考文献
CYTOCHROMA INC.; JOHNS HOPKINS UNIVERSITY; POSNER, Gary, H.; HESS, Lindsey, C.; KALINDA, Alvin, S.; SLACK, Rachel, D.; SAHA, Uttam; PETKOVICH, P., Martin
Patent: WO2011/88209 A2, 2011 ;
反应条件
1: 60 percent / DIBAL-H / toluene / 2 h / -78 °C
2: 78 percent / satd. NaIO4 / H2O; methanol / 0.5 h / 0 °C
3: 86 percent / LDA / tetrahydrofuran / 2 h / -78 °C
4: DIBAL-H / toluene / 1 h / -78 °C
5: 80 percent / N-chlorosuccinimide-dimethylsulfide complex / CH2Cl2 / -25 - 0 °C
6: 1.) nBuLi 2.) H2O2 / 1.) a) 0 deg C b) -78 deg C, 30 min 2.) CHCl3
View Scheme
参考文献
CYTOCHROMA INC.; JOHNS HOPKINS UNIVERSITY; POSNER, Gary, H.; HESS, Lindsey, C.; KALINDA, Alvin, S.; SLACK, Rachel, D.; SAHA, Uttam; PETKOVICH, P., Martin
Patent: WO2011/88209 A2, 2011 ;