A reliable synthesis of 2- and 6-amino-β-cyclodextrin and permethylated-β-cyclodextrin

A new, reliable method for the introduction of an amine group at positions 2 or 6 of β-cyclodextrin and permethyl-β-cyclodextrin is described. It involves selective tosylation followed by azide substitution and almost quantitative reduction with triphenylphosphine followed by hydrolysis of the phosp...

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Bibliographic Details
Published in:Tetrahedron letters 2005-11, Vol.46 (46), p.7905-7907
Main Authors: Muderawan, I. Wayan, Ong, Teng Teng, Lee, Teck Chia, Young, David J., Ching, Chi Bun, Ng, Siu Choon
Format: Article
Language:English
Subjects:
Amino permethyl-β-cyclodextrin
Amino β-cyclodextrin
Modified cyclodextrin
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Summary:A new, reliable method for the introduction of an amine group at positions 2 or 6 of β-cyclodextrin and permethyl-β-cyclodextrin is described. It involves selective tosylation followed by azide substitution and almost quantitative reduction with triphenylphosphine followed by hydrolysis of the phosphinimine intermediate.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.09.099