2,3,4,6-四邻苄基-alpha-d-吡喃葡萄糖合成路线 (共 34 条)
反应条件
1: 1) NaH / 1) CH2Cl2, 20 min, room temperature, 2) 1 h 2: BF3*Et2O / CH2Cl2 / 1 h / -10 - 0 °C 3: 97.6 percent / lithium / liquid ammonia; tetrahydrofuran / 1) 2 h, -78 deg C, 2) 30 min, room temperature View Scheme
参考文献
Hashimoto, Toshihiro; Tori, Motoo; Asakawa, Yoshinori
Phytochemistry (Elsevier), 1991 , vol. 30, # 9 p. 2927 - 2931
反应条件
sodium hydroxide; p-toluenesulfonyl chloride; N-benzyl-N,N,N-triethylammonium chloride in dichloromethane 4 h; Ambient temperature;
参考文献
Szeja
Synthesis, 1988 , vol. 1, # 3 p. 223 - 224
反应条件
1: pyridine / CH2Cl2 / 4 h 2: 1.) Me3SiI, 2.) 2,6-di-tert-butylpyridne / 1.) CH2Cl2, 0 deg C, 30 min, 2.) benzene, room temperature, 45 h View Scheme
参考文献
Mereyala; Reddy
Tetrahedron, 1991 , vol. 47, # 32 p. 6435 - 6448
反应条件
N,N,N',N',N'',N''-hexamethylphosphoric triamide; n-butyllithium in tetrahydrofuran T=-10°C; 2 h;
参考文献
Hashimoto, Shun-Ichi; Sakamoto, Hiroki; Honda, Takeshi; Ikegami, Shiro
Tetrahedron Letters, 1997 , vol. 38, # 29 p. 5181 - 5184
反应条件
n-butyllithium 1) THF, hexane, -78 deg C, 15 min, 2) HMPA, a) to -30 deg C, 0.5 h, b) -30 deg C, 2 h; Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Hashimoto; Yanagiya; Honda; Harada; Ikegami
Tetrahedron Letters, 1992 , vol. 33, # 24 p. 3523 - 3526
反应条件
sodium hydroxide; p-toluenesulfonyl chloride; N-benzyl-N,N,N-triethylammonium chloride in dichloromethane 4 h; Ambient temperature;
参考文献
Szeja
Synthesis, 1988 , vol. 1, # 3 p. 223 - 224
反应条件
1: pyridine / CH2Cl2 / 4 h 2: 1.) Me3SiI, 2.) 2,6-di-tert-butylpyridne / 1.) CH2Cl2, 0 deg C, 30 min, 2.) benzene, room temperature, 45 h View Scheme
参考文献
Mereyala; Reddy
Tetrahedron, 1991 , vol. 47, # 32 p. 6435 - 6448
反应条件
trifluoromethylsulfonic anhydride in acetonitrile T=0°C; 1 h;
参考文献
Pavia, Andre A.; Ung-Chhun, Sak N.; Durand, Jean-L.
Journal of Organic Chemistry, 1981 , vol. 46, # 15 p. 3158 - 3160
反应条件
tetra-n-butylammonium tetrafluoroborate in dichloromethane Electrochemical reaction;
参考文献
Tetrahedron, , vol. 69, # 42 p. 8904 - 8913
反应条件
1: oxalyl chloride, DMF / CH2Cl2 / 0.5 h 2: 52 percent / Et4NBr, molecular sieves 4A, DMF / CH2Cl2 / 72 h / Heating 3: H2 / 10percent Pd/C / acetic acid / 760 Torr 4: pyridine 5: BF3*Et2O / toluene / 6 h / 55 °C 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