2,3,4,6-四乙酰氧基-alpha-D-吡喃糖溴化物合成路线 （共 112 条）
参考文献
Nakamura, Motomi; Tsutsumi, Mayuka; Ishikawa, Yoshiaki; Umemiya, Haruka; Izawa, Kazumi; Abe, Haruka; Togashi, Yosuke; Kinone, Tatsuya; Sekiguchi, Sho; Igumi, Mihiro; Ide, Kanako; Hasegawa, Teruaki; Hasegawa, Toki
Tetrahedron, 2013 , vol. 69, # 14 p. 3019 - 3026
反应条件
1: hexamethylphosphoric acid triamide 2: 41 percent / 1.) K2CO3, 2.) NaHSO4 / 1.) H2O 3: CH3ONa / methanol View Scheme
参考文献
Helferich et al.
Chemische Berichte, 1953 , vol. 86, p. 873
Full Text Show Details
Helferich; Tuerk
Chemische Berichte, 1956 , vol. 89, p. 2215,2218
反应条件
in acetone 18 h; Ambient temperature;
参考文献
Koto, Shinkiti; Yoshida, Toyosaku; Takenaka, Kazuhiro; Zen, Shonosuke
Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 11 p. 3667 - 3668
反应条件
1: TBAHS; aq. Na2CO3 / CH2Cl2 / 3 h / 20 °C 2: NaOMe; MeOH View Scheme
参考文献
Giguere, Denis; Sato, Sachiko; St-Pierre, Christian; Sirois, Suzanne; Roy, Rene
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 6 p. 1668 - 1672
反应条件
mercury(II) cyanide in nitromethane; benzene 18 h; Ambient temperature;
参考文献
Thomas, Rexford L.; Abbas, Saeed A.; Matta, Khushi L.
Carbohydrate Research, 1988 , vol. 183, p. 163 - 174
反应条件
1: 49 percent / NaN3 / dimethylformamide / 2 h / 85 - 90 °C 2: 97 percent / H2 / PtO2 / ethyl acetate / 1 h 3: 1-hydroxybenzotriazol, 2-mercaptoethanol, dicyclohexylcarbodiimid / tetrahydrofuran / 1) -20 deg C, 1 h, 2) RT, 24 h 4: trifluoroacetic acid / CH2Cl2 / 1 h / Ambient temperature 5: NH3, trifluoroacetic acid / methanol; CH2Cl2 / 3 h / Ambient temperature; pH 10-11 View Scheme
参考文献
Vansteenkiste, Stefan; Schacht, Etienne; Haro, Isabel; Reig, Francesca; Parente, Antonio; Garcia-Anton, Jose Maria
Bulletin des Societes Chimiques Belges, 1991 , vol. 100, # 10 p. 759 - 766
反应条件
1: 49 percent / NaN3 / dimethylformamide / 2 h / 85 - 90 °C
2: 97 percent / H2 / PtO2 / ethyl acetate / 1 h
3: 1-hydroxybenzotriazol, 2-mercaptoethanol, dicyclohexylcarbodiimid / tetrahydrofuran / 1) -20 deg C, 1 h, 2) RT, 24 h
4: trifluoroacetic acid / CH2Cl2 / 1 h / Ambient temperature
5: NH3, trifluoroacetic acid / methanol; CH2Cl2 / 3 h / Ambient temperature; pH 10-11
View Scheme
参考文献
Vansteenkiste, Stefan; Schacht, Etienne; Haro, Isabel; Reig, Francesca; Parente, Antonio; Garcia-Anton, Jose Maria
Bulletin des Societes Chimiques Belges, 1991 , vol. 100, # 10 p. 759 - 766
反应条件
tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate in ethyl acetate
T=20°C; Inert atmosphere;
参考文献
Rodrigue, Jacques; Ganne, Geraldine; Blanchard, Bertrand; Saucier, Catherine; Giguere, Denis; Shiao, Tze Chieh; Varrot, Annabelle; Imberty, Anne; Roy, Rene
Organic and Biomolecular Chemistry, 2013 , vol. 11, # 40 p. 6906 - 6918
反应条件
1: NapSSNap With hydrogenchloride; triphenylphosphine in toluene
T=70°C; 0.75 h;
2: 2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosyl bromide With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate in water; toluene
T=20°C; Further stages.;
参考文献
Mukherjee, Chinmoy; Misra, Anup Kumar
Journal of Carbohydrate Chemistry, 2007 , vol. 26, # 4 p. 213 - 221
反应条件
mercury(II) cyanide; benzene
Erwaermen des Reaktionsprodukts mit wss. Essigsaeure und Behandeln mit wss. Natronlauge;
参考文献
Masamune et al.
Tohoku Journal of Experimental Medicine, 1956 , vol. 65, p. 157,161, 162
