4-甲基-2,3-双-O-(苯基甲基)-4,6-O-[(R)-苯基亚甲基]-1-硫代-β-D-吡喃葡萄糖苷苯酯合成路线 （共 10 条）
参考文献
Academia Sinica
Patent: US2009/137793 A1, 2009 ;
Location in patent: Page/Page column 6 ;
反应条件
VO(OTf)2 in acetonitrile
T=20°C; 14 h;
参考文献
Chen, Chien-Tien; Weng, Shiue-Shien; Kao, Jun-Qi; Lin, Chun-Cheng; Jan, Mi-Dan
Organic Letters, 2005 , vol. 7, # 15 p. 3343 - 3346
反应条件
1: 4-methylphenyl 4,6-O-benzylidene-1-thio-β-D-glucopyranoside With sodium hydride in N,N-dimethyl-formamide
T=-15°C; 0.0833333 h;
2: benzyl bromide in N,N-dimethyl-formamide
T=-15 - 20°C; 0.5 h;
参考文献
Fan, Qiu-Hua; Li, Qin; Zhang, Li-He; Ye, Xin-Shan
Synlett, 2006 , # 8 p. 1217 - 1220
参考文献
Lu, Ng-Dai; Shie, Chi-Rung; Kulkarni, Suvarn S.; Pan, Guan-Rong; Lu, Xin-An; Hung, Shang-Cheng
Organic Letters, 2006 , vol. 8, # 26 p. 5995 - 5998
反应条件
1: 91 percent / CSA
2: 90 percent / NaH
View Scheme
参考文献
Lu, Ng-Dai; Shie, Chi-Rung; Kulkarni, Suvarn S.; Pan, Guan-Rong; Lu, Xin-An; Hung, Shang-Cheng
Organic Letters, 2006 , vol. 8, # 26 p. 5995 - 5998
反应条件
1: 91 percent / CSA
2: 90 percent / NaH
View Scheme
参考文献
Lu, Ng-Dai; Shie, Chi-Rung; Kulkarni, Suvarn S.; Pan, Guan-Rong; Lu, Xin-An; Hung, Shang-Cheng
Organic Letters, 2006 , vol. 8, # 26 p. 5995 - 5998
反应条件
1.1: tin(IV) chloride / dichloromethane / 5 - 20 °C
2.1: methanol / 2 h / 20 °C
3.1: camphor-10-sulfonic acid / acetonitrile / 20 °C
4.1: sodium hydride / 1-methyl-pyrrolidin-2-one; tetrahydrofuran; mineral oil / 0.25 h / 0 °C
4.2: 20 °C
View Scheme
参考文献
ANCORA PHARMACEUTICALS INC.; CAMPBELL, A., Stewart; LOHMAN, Gregory; PLANTE, Obadiah, J.
Patent: WO2011/137181 A1, 2011 ;
反应条件
1.1: tin(IV) chloride / dichloromethane / 5 - 20 °C
2.1: methanol / 2 h / 20 °C
3.1: camphor-10-sulfonic acid / acetonitrile / 20 °C
4.1: sodium hydride / 1-methyl-pyrrolidin-2-one; tetrahydrofuran; mineral oil / 0.25 h / 0 °C
4.2: 20 °C
View Scheme
参考文献
ANCORA PHARMACEUTICALS INC.; CAMPBELL, A., Stewart; LOHMAN, Gregory; PLANTE, Obadiah, J.
Patent: WO2011/137181 A1, 2011 ;
反应条件
1.1: methanol / 2 h / 20 °C
2.1: camphor-10-sulfonic acid / acetonitrile / 20 °C
3.1: sodium hydride / 1-methyl-pyrrolidin-2-one; tetrahydrofuran; mineral oil / 0.25 h / 0 °C
3.2: 20 °C
View Scheme
参考文献
ANCORA PHARMACEUTICALS INC.; CAMPBELL, A., Stewart; LOHMAN, Gregory; PLANTE, Obadiah, J.
Patent: WO2011/137181 A1, 2011 ;
反应条件
borane-THF; copper(II) bis(trifluoromethanesulfonate) in tetrahydrofuran
T=20°C; 3.5 h;
参考文献
Shie, Chi-Rung; Tzeng, Zheng-Hao; Wang, Cheng-Chung; Hung, Shang-Cheng
Journal of the Chinese Chemical Society, 2009 , vol. 56, # 3 p. 510 - 523
