1. Synthesis of ether-linked [60]fullerene glycoconjugates by nucleophilic cyclopropanation
- Author
-
Erzsébet Rűth, Pál Herczegh, Ilona Bereczki, Ádám Hadházi, Magdolna Csávás, Anikó Borbás, and Zsolt Fejes
- Subjects
Cyclopropanation ,General Chemical Engineering ,Mannose ,Ether ,General Chemistry ,Conjugated system ,Alkylation ,Biochemistry ,Industrial and Manufacturing Engineering ,chemistry.chemical_compound ,Természettudományok ,Nucleophile ,chemistry ,Materials Chemistry ,Click chemistry ,Organic chemistry ,Bingel reaction ,Kémiai tudományok - Abstract
Ethyl acetoacetate-sugar derivatives were prepared by standard alkylation of primary or secondary hydroxyls of diacetonide-protected sugars with ethyl 4-chloroacetoacetate. The obtained D-fructose, D-galactose, D-glucose and D-allose derivatives were conjugated to C60 using the Bingel reaction to afford hydrolytically stable, ether-linked fullerene-carbohydrates. Conjugation of an ester-protected mannose derivative to the C60 scaffold was carried out by the combination of the acetoacetate chemistry with the azide-alkyne click reaction.
- Published
- 2015
- Full Text
- View/download PDF