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: sodium tetrahydroborate / ethanol / 12 h / Inert atmosphere 2: pyridine / dichloromethane / 20 °C / Inert atmosphere 3: triphenylphosphine; diethylazodicarboxylate / toluene / 20 °C / Inert atmosphere 4: sodium methylate / methanol / 5 h / 20 °C 5: pyridine / 5 h / 20 °C 6: 96 h / 55 °C 7: 10 wt Pd(OH)2 on carbon; hydrogen / ethanol; chloroform / 20 h / 20 °C View Scheme
参考文献
Zhang, Zhen-Xing; Wu, Baolin; Wang, Bin; Li, Tie-Hai; Zhang, Peng-Fei; Guo, Li-Na; Wang, Wen-Jun; Zhao, Wei; Wang, Peng George
Tetrahedron Letters, 2011 , vol. 52, # 29 p. 3802 - 3804
反应条件
chloro-trimethyl-silane; zinc trifluoromethanesulfonate in acetonitrile T=40°C; 4 h;
参考文献
European Journal of Organic Chemistry, , # 7 p. 1305 - 1322
反应条件
1: 2,3,4,6-tetra-O-benzyl-D-glucopyranose With bis-(phenyl)-sulfoxide; trifluoromethanesulfonic acid anhydride in dichloromethane; toluene T=-78 - -40°C; Dehydration; 1 h; 2: isopropyl alcohol With alpha-chloropyridine in dichloromethane; toluene T=-40 - 23°C; glycosylation; 1.25 h;
参考文献
Journal of the American Chemical Society, , vol. 119, # 32 p. 7597 - 7598
反应条件
1: 82 percent / AcOH / toluene / 1.5 h / Heating 2: 81 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU), N-bromosuccinimide (NBS) / dimethylformamide / 0.75 h / Ambient temperature 3: NaH / tetrahydrofuran / 3.5 h / Ambient temperature; Irradiation View Scheme
参考文献
Helvetica Chimica Acta, , vol. 74, # 8 p. 2100 - 2111
反应条件
15-crown-5; sodium hydride 1) toluene, rt, 15 min, 2) 1 h; Yield given. Multistep reaction;
参考文献
Liebigs Annalen der Chemie, , # 4 p. 371 - 376
反应条件
acetic anhydride; dimethyl sulfoxide T=20°C; 12 h;
参考文献
Tetrahedron Letters, , vol. 43, # 40 p. 7271 - 7272
反应条件
4 A molecular sieve; {Rh(CH3CN)3(triphos)}(CF3SO3)3 in dichloromethane 23 h; Heating;
参考文献
Wagner, Beatrice; Heneghan, Michael; Schnabel, Gerhard; Ernst, Beat
Synlett, 2003 , # 9 SPEC. ISS. p. 1303 - 1306
反应条件
1.1: Mg; I2 / tetrahydrofuran / Heating 1.2: tetrahydrofuran / 21 h / 0 - 20 °C 2.1: 42 percent / DMSO; oxalyl chloride; Et3N / tetrahydrofuran / -78 - 0 °C 3.1: 20 percent / BF3*OEt2 / CH2Cl2 / 7 h / -78 - 20 °C View Scheme
参考文献
Organic Letters, , vol. 8, # 18 p. 3935 - 3938
反应条件
oxalyl dichloride in dichloromethane; N,N-dimethyl-formamide Ambient temperature;
参考文献
Kartha, K.P. Ravindranathan; Jennings, Harold J.
Tetrahedron Letters, 1990 , vol. 31, # 18 p. 2537 - 2540
反应条件
in N-methyl-acetamide; dichloromethane
参考文献
Hoechst Aktiengesellschaft
Patent: US4751291 A1, 1988 ;