Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224, Warsaw, Poland.
Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224, Warsaw, Poland.
Carbohydr Res. 2019 Dec 1;486:107825. doi: 10.1016/j.carres.2019.107825. Epub 2019 Sep 26.
The first synthesis of sucrose-based macrocycles containing two sulfur atoms in the ring was presented. The synthesis was initiated from known 6,6'-dideoxy-6,6'-di-chloro-1',2,3,3',4,4'-hexa-O-benzyl-sucrose in which both terminal positions (C6 and C6') were elongated by the -S-CH-CH-OH unit. The resulting diol was converted into dichloride and reacted further with a series of diamines which afforded the corresponding macrocyclic derivatives in high yields.
首次合成了含有两个硫原子的基于蔗糖的大环。该合成从已知的 6,6'-二脱氧-6,6'-二氯-1',2,3,3',4,4'-六-O-苄基蔗糖开始,其中两个末端位置(C6 和 C6')通过 -S-CH-CH-OH 单元延长。所得二醇转化为二氯化物,并进一步与一系列二胺反应,以高产率得到相应的大环衍生物。