三-O-乙酰基-D- 葡萄烯糖合成路线 （共 170 条）
反应条件
1: 2.) ZnCl2 / 1.) from 90 to 100 deg C, 10 min, vacuum, 2.) from 140 to 160 deg C, 45 min, vacuum
2: 95.4 percent / sat. methanol. NH3 / 0 °C
View Scheme
参考文献
Sakaguchi, Masakazu; Larroquette, Cynthia A.; Agrawal, Krishna C.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 1 p. 20 - 24
反应条件
water; lipase in acetonitrile
T=20°C; pH=4; 4 h; phosphate bufferEnzymatic reaction; Product distribution / selectivity;
参考文献
INNOVATIVE BIOTECHNOLOGY S.R.L.
Patent: WO2008/81270 A2, 2008 ;
Location in patent: Page/Page column 8; 10-11 ;
反应条件
1: 58 percent / IN3 / acetonitrile / 2 h / 0 °C
2: 1.) triphenyl phosphine, 2.) DOWEX 2x8 resin, 3.) NaOMe, 4.) pyridine / 1.) CH2Cl2, 2.) methanol
View Scheme
参考文献
Lafont, Dominique; Guilloux, Pascal; Descotes, Gerard
Carbohydrate Research, 1989 , vol. 193, p. 61 - 74
反应条件
1H-imidazole; sodium methylate
1.) MeOH, 0 deg C; 2.) DMF, 25 deg C, 2 h, then 45 deg C, 10 h; Yield given. Multistep reaction;
参考文献
Xiong, De-Cai; Zhang, Li-He; Ye, Xin-Shan
Organic Letters, 2009 , vol. 11, # 8 p. 1709 - 1712
反应条件
1: sodium methoxide / methanol
2: imidazole / dimethylformamide
View Scheme
参考文献
Nicolaou, K. C.; Hwang, C.-K.; Duggan, M. E.
Journal of the Chemical Society, Chemical Communications, 1986 , # 12 p. 925 - 926
反应条件
1: 48 percent / sodium azide; ammonium cerium(IV) nitrate / acetonitrile / 12 h / -15 °C
2: 46 percent / sodium nitrite / H2O; dioxane / 6 h / 80 °C
3: potassium carbonate / CH2Cl2 / 6 h / 20 °C
View Scheme
参考文献
Sharma, Sunil V.; Jothivasan, Vishnu K.; Newton, Gerald L.; Upton, Heather; Wakabayashi, Judy I.; Kane, Melissa G.; Roberts, Alexandra A.; Rawat, Mamta; La Clair, James J.; Hamilton, Chris J.
Angewandte Chemie - International Edition, 2011 , vol. 50, # 31 p. 7101 - 7104
反应条件
1: 48 percent / sodium azide; ammonium cerium(IV) nitrate / acetonitrile / 12 h / -15 °C
2: 46 percent / sodium nitrite / H2O; dioxane / 6 h / 80 °C
3: potassium carbonate / CH2Cl2 / 6 h / 20 °C
View Scheme
参考文献
Lee, Sungwon; Rosazza, John P. N.
Organic Letters, 2004 , vol. 6, # 3 p. 365 - 368
反应条件
1: NaN3, cer(III)-ammonium nitrate / acetonitrile / 1.) 6 h, -30 deg C, 2.) 14 h, -25 deg C, 3.) 8 h, -15 deg C
2: aq. sodium nitrite / dioxane / 8 h / 80 °C
3: 52 percent / imidazol / dimethylformamide / 6 h / Ambient temperature
View Scheme
参考文献
Kinzy, Willy; Schmidt, Richard R.
Liebigs Annalen der Chemie, 1985 , # 8 p. 1537 - 1545
反应条件
lithium aluminium tetrahydride; lithium perchlorate
1) ether, 0 deg C, 2 h, 2) THF; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Pearson, William H.; Schkeryantz, Jeffrey M.
Journal of Organic Chemistry, 1992 , vol. 57, # 11 p. 2986 - 2987
反应条件
1.1: sodium methylate / methanol / 2 h
2.1: bis(tri-n-butyltin)oxide / acetonitrile / 16 h / |Molecular sieve
2.2: 3.25 h / 5 - 20 °C / |Inert atmosphere
3.1: sodium hydride / N,N-dimethyl-formamide / 3 h / -20 - 20 °C
4.1: sodium azide / N,N-dimethyl-formamide; water / 12 h / 120 °C
View Scheme
参考文献
Katavic, Peter L.; Yong, Ken W.L.; Herring, Joel N.; Deseo, Myrna A.; Blanchfield, Joanne T.; Ferro, Vito; Garson, Mary J.
Tetrahedron, 2013 , vol. 69, # 37 p. 8074 - 8079
