甲基-4,6-O-亚苄基-Α-D-吡喃葡糖苷合成路线 (共 91 条)
参考文献
Yoshimoto, Kimihiro; Itatani, Yoshitaka; Shibata, Kanoko; Tsuda, Yoshisuke
Chemical and Pharmaceutical Bulletin, 1980 , vol. 28, # 1 p. 208 - 219
反应条件
1: potassium hydroxide / toluene 2: 4:3 acetic acid:water, sodium carbonate / CHCl3 / 1 h / Heating View Scheme
参考文献
Prome, Jean-Claude; Aurelle, Helene; Prome, Danielle,; Savagnac, Ariette
Organic Mass Spectrometry, 1987 , vol. 22, p. 6 - 12
参考文献
SANOFI; SALAMONE, Stéphane; CHAPLEUR, Yves; BOISBRUN, Michel
Patent: WO2013/50497 A1, 2013 ;
反应条件
1: 75 percent / NaH / dimethylformamide / 2 h / 110 °C 2: 62 percent / LiAlH4, AlCl3 / diethyl ether; CH2Cl2 / 0.17 h / Heating 3: 42 percent / 50percent HOAc / 23 h / 75 °C 4: 1.) silylation, 2.) reductive cleavage 5: 1.) NaH / 1.) THF, reflux, 2.) 0 deg C 6: 1.) H2 / 1.) Pd / 1.) EtOH, 101 kPa, 2.) acetylation View Scheme
参考文献
Zeller, Samuel G.; Griesgraber, George W.; Gray, Gary R.
Carbohydrate Research, 1991 , vol. 211, # 1 p. 47 - 57
反应条件
1: 75 percent / NaH / dimethylformamide / 2 h / 110 °C 2: 62 percent / LiAlH4, AlCl3 / diethyl ether; CH2Cl2 / 0.17 h / Heating 3: 90 percent / methylation 4: 65 percent / 50percent HOAc / 18 h / 70 °C View Scheme
参考文献
Zeller, Samuel G.; Griesgraber, George W.; Gray, Gary R.
Carbohydrate Research, 1991 , vol. 211, # 1 p. 47 - 57
反应条件
Yield given. Multistep reaction;
参考文献
Picq; Carret; Anker; Abou-Assali
Tetrahedron Letters, 1985 , vol. 26, # 15 p. 1863 - 1866
反应条件
1: 76 percent / 50 percent sodium hydroxide / tetra-butylammonium hydrogen sulfate / CH2Cl2; H2O / 20 h / Heating
2: 90 percent / mercuric bromide, mercuric cyanide, 4A molecular sieves / acetonitrile / 1 h / Ambient temperature
3: 78 percent / 60 percent acetic acid / H2O / 0.5 h / 80 °C / Heating
View Scheme
参考文献
Winnik; Brisson; Carver; Krepinsky
Carbohydrate research, 1982 , vol. 103, # 1 p. 15 - 28
反应条件
1: dimethylformamide; sodium methylate; methanol / Erwaermen einer Loesung des Reaktionsprodukts in Dimethylformamid mit Phenylisothiocyanat
2: pyridine / Behandeln des Reaktionsprodukts mit methanol. Natriummethylat
View Scheme
参考文献
Baker et al.
Journal of the American Chemical Society, 1958 , vol. 80, p. 6577,6581
反应条件
1: dimethylformamide; sodium methylate; methanol / Erwaermen einer Loesung des Reaktionsprodukts in Dimethylformamid mit Phenylisothiocyanat
2: ethanolic NaOH-solution; aqueous hydrogen peroxide
View Scheme
参考文献
Baker et al.
Journal of the American Chemical Society, 1958 , vol. 80, p. 6577,6581
反应条件
1: 1.) Bu2SnO 2.) DMAP / 1.) MeOH, reflux, 3-10 h 2.) dioxane, reflux, 4 h
2: 100 percent / 50percent HOAc / 1 h / Heating
View Scheme
参考文献
Tsuda; Nishimura; Kobayashi; Sato; Kanemitsu
Chemical and Pharmaceutical Bulletin, 1991 , vol. 39, # 11 p. 2883 - 2887