Application of Squaric Acid Esters in Aminodeoxy Sugar Chemistry

The reaction of dimethyl squarate with aminodeoxy sugars, aminodeoxy alditols, amino aldonic acids, and glycosyl amines under neutral conditions furnished the squaric amide esters, which were converted in more alkaline media (pH ≈8) into the asymmetric squaric diamides. The unprotected squaric acid...

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Bibliographic Details
Published in:Chemistry letters 2007-08, Vol.36 (8), p.1012-1013
Main Authors: Sztaricskai, Ferenc, Roth, Erzsébet, Andrei, Mária, Pelyvás, István F, Herczegh, Pál
Format: Article
Language:English
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Summary:The reaction of dimethyl squarate with aminodeoxy sugars, aminodeoxy alditols, amino aldonic acids, and glycosyl amines under neutral conditions furnished the squaric amide esters, which were converted in more alkaline media (pH ≈8) into the asymmetric squaric diamides. The unprotected squaric acid amide esters are suitable for constructing a specific anchor (spacer, linker) function that favorably influences the water-solubility of the resulting drugs and glycoconjugates.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.2007.1012