5-乙酰氨基-3,5-二脱氧-6-(1,2,3-三羟基丙基)己-2-酮吡喃糖苷酸二甲基酯合成路线 (共 4 条)
反应条件
sodium hydroxide T=90 - 95°C; 48 h;
参考文献
Szabo, Lajos; Smith, Brenda L.; McReynolds, Katherine D.; Parrill, Abby L.; Morris, Edwin R.; Gervay, Jacquelyn
Journal of Organic Chemistry, 1998 , vol. 63, # 4 p. 1074 - 1078
反应条件
1: 73 percent / 4-(dimethylamino)pyridine / CH2Cl2
2: 97 percent / pyridine / 12 h
3: 75 percent / acetone / 6 h / 56 °C
4: 89 percent / tributyltin hydride, azobis(isobutyronitrile) / toluene / 2.5 h / 110 °C
5: 1M NaOH / tetrahydrofuran / 2 h / 40 °C
View Scheme
参考文献
Schreiner, Erwin; Christian, Rudolf; Zbiral, Erich
Liebigs Annalen der Chemie, 1990 , # 1 p. 93 - 97
反应条件
sulfuric acid in acetic acid
48 h; Ambient temperature; Yields of byproduct given;
参考文献
Kok, Gaik B.; Groves, Darrin R.; Von Itzstein, Mark
Chemical Communications, 1996 , # 17 p. 2017 - 2018
反应条件
1: With trimethylsilyl trifluoromethanesulfonate
T=20°C; Acetylation; Acetolysis; 48 h;
2: With water; sodium hydrogencarbonate
Cyclization; pH=9; 2 h;
参考文献
Kok, Gaik B.; Groves, Darrin; Von Itzstein, Mark
Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 15 p. 2109 - 2115