Optimized methods for preparation of 6(I)-(ω-sulfanyl-alkylene-sulfanyl)-β-cyclodextrin derivatives

Optimized methods for preparation of 6(I)-(ω-sulfanyl-alkylene-sulfanyl)-β-cyclodextrin derivatives

A general high-yielding method for the preparation of monosubstituted β-cyclodextrin derivatives which have attached a thiol group in position 6 is described. The thiol group is attached through linkers of different lengths and repeating units (ethylene glycol or methylene). The target compounds wer...

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Veröffentlicht in:Beilstein journal of organic chemistry 2016-02, Vol.12, p.349-352
Hauptverfasser: Bednářová, Eva, Hybelbauerová, Simona, Jindřich, Jindřich
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creator Bednářová, Eva
Hybelbauerová, Simona
Jindřich, Jindřich
description A general high-yielding method for the preparation of monosubstituted β-cyclodextrin derivatives which have attached a thiol group in position 6 is described. The thiol group is attached through linkers of different lengths and repeating units (ethylene glycol or methylene). The target compounds were characterized by IR, MS and NMR spectra. A simple method for their complete conversion to the corresponding disulfides as well as a method for the reduction of the disulfides back to the thiols is presented. Both, thiols and disulfides are derivatives usable for well-defined covalent attachment of cyclodextrin to gold or polydopamine-coated solid surfaces.
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title Optimized methods for preparation of 6(I)-(ω-sulfanyl-alkylene-sulfanyl)-β-cyclodextrin derivatives
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