Synthesis of sulfur containing macrocycles with sucrose scaffold.

ABSTRACT

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-CH2-CH2-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.