β-D-呋喃核糖-1,2,3,5-四乙酸酯合成路线 （共 86 条）
反应条件
ammonia; toluene-4-sulfonic acid
1.) a) RT, 10 min, b) 120 deg C, 15 min, 2.) 90 deg C, 16 h; Yield given. Multistep reaction;
参考文献
Montgomery, John A.; Shortnacy, Anita T.; Secrist, John A.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 10 p. 1483 - 1489
反应条件
1: 1.) p-toluenesulfonic acid, 2.) ethanolic NH3 / 1.) a) RT, 10 min, b) 120 deg C, 15 min, 2.) 90 deg C, 16 h
2: 89 percent / m-chloroperoxybenzoic acid / ethanol / 19 h / Ambient temperature
View Scheme
参考文献
Montgomery, John A.; Shortnacy, Anita T.; Secrist, John A.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 10 p. 1483 - 1489
反应条件
ammonia; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid
Multistep reaction;
参考文献
Montgomery, John A.; Shortnacy, Anita T.; Secrist, John A.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 10 p. 1483 - 1489
反应条件
1: 1.) p-toluenesulfonic acid, 2.) ethanolic NH3 / 1.) a) RT, 10 min, b) 120 deg C, 15 min, 2.) 90 deg C, 16 h
2: 89 percent / m-chloroperoxybenzoic acid / ethanol / 19 h / Ambient temperature
3: 85 percent / NH3 / 48 h / Ambient temperature
4: 21 percent / 48percent aq. HBF4, KNO2 / 1 h / 5 °C
View Scheme
参考文献
Montgomery, John A.; Shortnacy, Anita T.; Secrist, John A.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 10 p. 1483 - 1489
反应条件
ammonia; toluene-4-sulfonic acid
1.) a) RT, 10 min, b) 120 deg C, 15 min, 2.) 90 deg C, 16 h; Yield given. Multistep reaction;
参考文献
Montgomery, John A.; Shortnacy, Anita T.; Secrist, John A.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 10 p. 1483 - 1489
反应条件
ammonia; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid
Multistep reaction;
参考文献
Montgomery, John A.; Shortnacy, Anita T.; Secrist, John A.
Journal of Medicinal Chemistry, 1983 , vol. 26, # 10 p. 1483 - 1489
反应条件
ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane
Yield given. Multistep reaction;
参考文献
Mao, David T.; Driscoll, John S.; Marquez, Victor E.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 2 p. 160 - 164
反应条件
1: 1.) hexamethyldisilazane, ammonium sulfate, 2.) trimethylsilyl trifluoromethanesulfonate, 3.) Et3N
2: 77 percent / diisopropylamine / methanol / 1 h / Heating
View Scheme
参考文献
Mao, David T.; Driscoll, John S.; Marquez, Victor E.
Journal of Medicinal Chemistry, 1984 , vol. 27, # 2 p. 160 - 164
反应条件
1.1: hexamethyldisilazane; (NH4)2SO4 / 2.5 h / Heating
1.2: 36 percent / trimethylsilyl triflate / acetonitrile / 1.33 h / 20 °C
2.1: 72 percent / aq. ammonia / methanol / 0.5 h / 20 °C
View Scheme
参考文献
Framski, Grzegorz; Gdaniec, Zofia; Gdaniec, Maria; Boryski, Jerzy
Tetrahedron, 2006 , vol. 62, # 43 p. 10123 - 10129
反应条件
1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / Inert atmosphere; Reflux
1.2: 2.5 h / Inert atmosphere; Reflux
2.1: methanol; ammonia / 36 h / 100 °C / Inert atmosphere
View Scheme
参考文献
Hernandez, Armando R.; Kool, Eric T.
Organic Letters, 2011 , vol. 13, # 4 p. 676 - 679
