2,3,4,6-O-四苄基-D-葡萄糖合成路线 (共 97 条)
反应条件
1.1: NaH (in oil) / dimethylformamide / 3 h / 20 °C 1.2: 60 percent / dimethylformamide / 45 h / 20 °C 2.1: 92 percent / N-bromosuccinimide; H2O / acetone / 0.08 h View Scheme
参考文献
Lambu, Mallikharjuna Rao; Hussain, Altaf; Sharma, Deepak K.; Yousuf, Syed Khalid; Singh, Baldev; Tripathi, Anil. K.; Mukherjee, Debaraj
RSC Advances, 2014 , vol. 4, # 22 p. 11023 - 11028
反应条件
1.1: boron trifluoride diethyl etherate / dichloromethane / 0 - 20 °C / Inert atmosphere 2.1: methanol; sodium methylate / 20 °C 2.2: Amberlite.(R). IR-120 H+ ion exchange 3.1: sodium hydride / N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C / Inert atmosphere 3.2: 12 h / 20 °C / Inert atmosphere 4.1: N-bromosuccinmide; water / acetone / 3 h / 20 °C View Scheme
参考文献
Lambu, Mallikharjuna Rao; Hussain, Altaf; Sharma, Deepak K.; Yousuf, Syed Khalid; Singh, Baldev; Tripathi, Anil. K.; Mukherjee, Debaraj
RSC Advances, 2014 , vol. 4, # 22 p. 11023 - 11028
反应条件
oxygen; NMQPF6 in toluene; acetonitrile T=20°C; Molecular sieveUV-irradiationAir atmosphere; optical yield given as percent dediastereoselective reaction;
参考文献
Cumpstey, Ian; Crich, David
Journal of Carbohydrate Chemistry, 2011 , vol. 30, # 7-9 p. 469 - 485
反应条件
1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C / |Inert atmosphere 1.2: 18.75 h / |Inert atmosphere 2.1: acetic acid; hydrogenchloride / water / 6.5 h / 80 - 85 °C View Scheme
参考文献
Kaesbeck, Ludwig; Kessler, Horst
Liebigs Annales, 1997 , # 1 p. 169 - 173
反应条件
peracetic acid; potassium bromide
参考文献
Boons; Elie; Van der Marel; Van Boom
Tetrahedron Letters, 1990 , vol. 31, # 15 p. 2197 - 2200
反应条件
sodium tetrahydroborate; trifluoroacetic acid in acetonitrile T=20°C; Reduction; cyclization; 16 h;
参考文献
Kovarikova, Radka; Ledvina, Miroslav; Saman, David
Collection of Czechoslovak Chemical Communications, 1999 , vol. 64, # 4 p. 673 - 684
反应条件
sodium cyanoborohydride; trifluoroacetic acid in acetonitrile T=20°C; Reduction; 16 h;
参考文献
Kovarikova, Radka; Ledvina, Miroslav; Saman, David
Collection of Czechoslovak Chemical Communications, 1999 , vol. 64, # 4 p. 673 - 684
反应条件
1: Ag2CO3 / 4A molecular sieves / CH2Cl2 / 60 h / Ambient temperature 2: K2CO3 / methanol / 4.5 h / Ambient temperature 3: NaH / dimethylformamide / 8 h / Ambient temperature 4: NBS / acetonitrile; H2O / Ambient temperature View Scheme
参考文献
Jansson, Karl; Ahlfors, Stefan; Frejd, Torbjoern; Kihlberg, Jan; Magnusson, Goeran; et al.
Journal of Organic Chemistry, 1988 , vol. 53, # 24 p. 5629 - 5647
反应条件
1: 100 percent / 30percent HBr in AcOH / CH2Cl2 / Ambient temperature 2: Ag2CO3 / 4A molecular sieves / CH2Cl2 / 60 h / Ambient temperature 3: K2CO3 / methanol / 4.5 h / Ambient temperature 4: NaH / dimethylformamide / 8 h / Ambient temperature 5: NBS / acetonitrile; H2O / Ambient temperature View Scheme
参考文献
Rodebaugh, Robert; Fraser-Reid, Bert
Tetrahedron, 1996 , vol. 52, # 22 p. 7663 - 7678
反应条件
oxygen; NMQPF6 in toluene; acetonitrile T=20°C; Molecular sieveUV-irradiationAir atmosphere; optical yield given as percent dediastereoselective reaction;
参考文献
Cumpstey, Ian; Crich, David
Journal of Carbohydrate Chemistry, 2011 , vol. 30, # 7-9 p. 469 - 485