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Continuous tank reactor synthesis of highly substituted sulphobutylether β-cyclodextrins

Continuous tank reactor synthesis of highly substituted sulphobutylether β-cyclodextrins

Mitchell, John ORCID: 0000-0003-2945-3292, Wicks, Stephen, Trivedi, Vivek ORCID: 0000-0001-9304-9214, Waters, Laura and Ehiwe, Tammy (2015) Continuous tank reactor synthesis of highly substituted sulphobutylether β-cyclodextrins. International Journal of Pharmaceutics, 495 (2). pp. 862-868. ISSN 0378-5173 (Print), 1873-3476 (Online) (doi:https://doi.org/10.1016/j.ijpharm.2015.09.039)

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Abstract

Batch synthesis of sulphobutyl ether β-cyclodextrin (also known as SBE-β-CD or SBECD) is a process effectively divided into three main stages, i.e. initial reagent dissolution, a sulphoalkylation reaction and final reaction quenching. This reaction is followed by downstream processing and purification, and ultimate isolation of the solid SBECD material. However, a feature associated with using this synthetic method is that a high proportion of lower substituted SBECD is observed. There is therefore a need to provide an improved synthetic method for producing higher substituted cyclodextrins.

The authors here present a Continuous Tank Reactor (CTR) method for preparing sulphobutyl ether-cyclodextrins. The method comprises first contacting cyclodextrin with a base to form activated cyclodextrin. The method then involves separately contacting the activated cyclodextrin with an 1,4-butane sultone to form sulphoalkyl ether-cyclodextrin.

The activation reaction is carried out in batch synthesis mode and the sulphoalkylation reaction is carried out under continuous flow conditions resulting in a novel method for the synthesis of highly derivatised cyclodextrins.

The work is particularly concerned with producing controlled substitution in sulphobutyl ether β-cyclodextrins and novel compositions of highly substituted sulphoalkyl ether β-cyclodextrins are described.

Item Type: Article
Uncontrolled Keywords: Continuous tank reactor synthesis; Sulphobutylether β-cyclodextrins; Cyclodextrins
Faculty / School / Research Centre / Research Group: Faculty of Engineering & Science
Faculty of Engineering & Science > School of Science (SCI)
Faculty of Engineering & Science > Medway Centre for Pharmaceutical Science
Faculty of Engineering & Science > Medway Centre for Pharmaceutical Science > Pharmaceutical and Medicinal Science Research Group
Last Modified: 11 Nov 2018 00:38
URI: http://gala.gre.ac.uk/id/eprint/13933

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