甲基-2,3-O-异亚丙基-beta-D-呋喃核糖苷合成路线 （共 77 条）
反应条件
toluene-4-sulfonic acid T=20°C; 20 h;
参考文献
Desai; Gigg
Carbohydrate Research, 1996 , vol. 280, # 2 p. 209 - 221
反应条件
1: red HgO, Br2 / CCl4 / 1 h / Heating 2: NaHCO3, H2O, HMPA / 48 h / 130 °C View Scheme
参考文献
Wagner; Vieira; Vogel
Helvetica Chimica Acta, 1988 , vol. 71, # 3 p. 624 - 630
反应条件
1: 98 percent / 1 N KOH / H2O; tetrahydrofuran / 5 h / 20 °C 2: red HgO, Br2 / CCl4 / 1 h / Heating 3: NaHCO3, H2O, HMPA / 48 h / 130 °C View Scheme
参考文献
Wagner; Vieira; Vogel
Helvetica Chimica Acta, 1988 , vol. 71, # 3 p. 624 - 630
反应条件
Na[AlH2(OMe)2] in tetrahydrofuran; toluene 12 h; Heating; Product distribution; Further Variations:Reagents;
参考文献
Sairam, Pothukuchi; Puranik, Ramachandra; Sreenivasa Rao, Bhatraju; Veerabhadra Swamy, Ponnapalli; Chandra, Sharad
Carbohydrate Research, 2003 , vol. 338, # 4 p. 303 - 306
反应条件
1: 82 percent / KOH / methanol / 0.5 h / Ambient temperature 2: 87 percent / camphorsulphonic acid / acetone / 22 h / Ambient temperature View Scheme
参考文献
Francesconi, Kevin A.; Edmonds, John S.; Stick, Robert V.; Skelton, Brian W.; White, Allan H.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 11 p. 2707 - 2716
反应条件
1: 92 percent / HgBr2, pyridinium toluene-p-sulphonate / CH2Cl2; methanol / Heating 2: 82 percent / KOH / methanol / 0.5 h / Ambient temperature 3: 87 percent / camphorsulphonic acid / acetone / 22 h / Ambient temperature View Scheme
参考文献
Francesconi, Kevin A.; Edmonds, John S.; Stick, Robert V.; Skelton, Brian W.; White, Allan H.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , # 11 p. 2707 - 2716
反应条件
1.1: methanol; potassium carbonate / 3 h / 20 °C 2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere 3.2: -78 - 20 °C / Inert atmosphere 4.1: diisobutylaluminium hydride / hexane / 1.5 h / 0 °C / Inert atmosphere 5.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere 6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 - 20 °C / Inert atmosphere 7.1: 4-methylmorpholine N-oxide / dichloromethane / 1 h / 20 °C / Molecular sieve 7.2: 0.67 h / 5 °C 8.1: bis(benzonitrile)palladium(II) dichloride; p-benozquinone / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere 9.1: ozone / methanol / 0.5 h / -78 °C 9.2: 0 - 20 °C View Scheme
参考文献
Awasaguchi, Ken-Ichiro; Miyazawa, Masahiro; Uoya, Ikuyo; Inoue, Koichi; Nakamura, Koji; Yokoyama, Hajime; Hirai, Yoshiro
Heterocycles, 2010 , vol. 81, # 9 p. 2105 - 2121
反应条件
1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -78 °C / Inert atmosphere 1.2: -78 - 20 °C / Inert atmosphere 2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere 2.2: -78 - 20 °C / Inert atmosphere 3.1: diisobutylaluminium hydride / hexane / 1.5 h / 0 °C / Inert atmosphere 4.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 - 20 °C / Inert atmosphere 6.1: 4-methylmorpholine N-oxide / dichloromethane / 1 h / 20 °C / Molecular sieve 6.2: 0.67 h / 5 °C 7.1: bis(benzonitrile)palladium(II) dichloride; p-benozquinone / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere 8.1: ozone / methanol / 0.5 h / -78 °C 8.2: 0 - 20 °C View Scheme
参考文献
Awasaguchi, Ken-Ichiro; Miyazawa, Masahiro; Uoya, Ikuyo; Inoue, Koichi; Nakamura, Koji; Yokoyama, Hajime; Hirai, Yoshiro
Heterocycles, 2010 , vol. 81, # 9 p. 2105 - 2121
反应条件
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C / Inert atmosphere 1.2: -78 - 20 °C / Inert atmosphere 2.1: diisobutylaluminium hydride / hexane / 1.5 h / 0 °C / Inert atmosphere 3.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere 4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 - 20 °C / Inert atmosphere 5.1: 4-methylmorpholine N-oxide / dichloromethane / 1 h / 20 °C / Molecular sieve 5.2: 0.67 h / 5 °C 6.1: bis(benzonitrile)palladium(II) dichloride; p-benozquinone / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere 7.1: ozone / methanol / 0.5 h / -78 °C 7.2: 0 - 20 °C View Scheme
参考文献
Awasaguchi, Ken-Ichiro; Miyazawa, Masahiro; Uoya, Ikuyo; Inoue, Koichi; Nakamura, Koji; Yokoyama, Hajime; Hirai, Yoshiro
Heterocycles, 2010 , vol. 81, # 9 p. 2105 - 2121
反应条件
1.1: toluene-4-sulfonic acid / dichloromethane / 1 h / 0 °C / Inert atmosphere 2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 - 20 °C / Inert atmosphere 3.1: 4-methylmorpholine N-oxide / dichloromethane / 1 h / 20 °C / Molecular sieve 3.2: 0.67 h / 5 °C 4.1: bis(benzonitrile)palladium(II) dichloride; p-benozquinone / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere 5.1: ozone / methanol / 0.5 h / -78 °C 5.2: 0 - 20 °C View Scheme
参考文献
Awasaguchi, Ken-Ichiro; Miyazawa, Masahiro; Uoya, Ikuyo; Inoue, Koichi; Nakamura, Koji; Yokoyama, Hajime; Hirai, Yoshiro
Heterocycles, 2010 , vol. 81, # 9 p. 2105 - 2121
