📜2,3,4,6-Tetra-O-Benzoylglucosyl Bromide置于18-冠醚-6,Potassium Thioacyanate体系中,用 丙酮 用作溶剂,化学反应 9.0H,反应生成2,3,4,6-四-O-苯甲酰基-β-D-吡喃葡萄糖基异硫氰酸酯
参考文献:Studies Into The Preparation Of 1-Deoxy-1-Thiocyanato-D-Glycopyranosyl Cyanides And The Anomeric Effect Of The Thiocyanate Group
标题:Studies Into The Preparation Of 1-Deoxy-1-Thiocyanato-D-Glycopyranosyl Cyanides And The Anomeric Effect Of The Thiocyanate Group
摘要:The Reaction Of Per-O-Acetylated 1-Bromo-1-Deoxy-Alpha-D-Arabinopyranosyl Cyanide With Thiocyanate Ions Gave The Corresponding 1-Deoxy-1-Thiocyanato-Alpha-And Beta-D-Arabinopyranosyl Cyanides. In The Reaction Of The Per-O-Acetylated 1-Bromo-1-Deoxy-Beta-D-Xylopyranosyl Cyanide And Its Per-O-Benzoylated Beta-D-Glucopyranosyl Analogue The Corresponding 2-Hydroxy-Glycal Esters Formed In Addition To The Anomeric Pair Of Thiocyanato-Cyanides. The Formation Of 2,3,4,6-Tetra-O-Benzoyl-Alpha-D-Glycopyranosyl Thiocyanate Was Demonstrated In The Reaction Of Benzobromoglucose With Thiocyanate Ions. The Equilibrium Constant Between 2,3,4,6-Tetra-O-Acetyl-1-Deoxyl-1-Thiocyanato-Alpha-And Beta-D-Galactopyranosyl Cyanides Was Determined. Based On This Value,The Equilibrium Ratio For The 2.3.4,6-Tetra-O-Acetyl-Alpha-And Beta-D-Galactopyranosyl Thiocyanates Was Calculated To Be 94:6,And The Anomeric Effect Of The Scn Group Was Estimated To Exceed 3 Kcal/mol. X-Ray Crystallographic Data Support Endo-And Exo-Anomeric Effects Of The Scn Moiety. (C) 2001 Elsevier Science Ltd. All Rights Reserved.
Doi:10.1016/s0957-4166(01)00112-4