A Synthetic Approach for Hepta-Branched β-Cyclodextrins Bearing Heterogeneous Carbohydrate Residues at Their Primary Side via a One-Pot Process with a Simultaneous Click Chemistry Reaction

Author:

Oda Yoshiki1,Yamanoi Takashi2

Affiliation:

1. Technology Joint Management Office, Tokai University

2. Faculty of Pharmacy and Pharmaceutical Sciences, Josai University

Abstract

AbstractIn this study, a synthetic approach is reported for generating hepta-branched β-cyclodextrins (CDs) bearing heterogeneous carbohydrate residues at their primary side via a one-pot process with a simultaneous click chemistry reaction. The reactions were performed by reacting two or three different species of 2-propynylated glycosides with a hepta-azide functional β-CD at various reaction molar ratios. 2-Propynylated glycosides acted as heterogeneous carbohydrate sources embedded into a hepta-azide functional β-CD. The simultaneous click chemistry reactions generated several desired β-CD derivatives with varying densities of the heterogeneous carbohydrates in a one-pot process. The article describes the effects of the combination of 2-propynylated glycosides and the reaction molar ratios in the click chemistry reactions.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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