A Convenient Method for the Synthesis of Dehydroquinic Acid

Date

2003

Authors

Le Sann, C.
Abell, C.
Abell, A.

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Synthetic Communications: an international journal for rapid communication of synthetic organic chemistry, 2003; 33(4):527-533

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Christine Le Sann; Chris Abell; Andrew D. Abell

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Abstract

A convenient synthesis of dehydroquinic acid and its corresponding methyl ester are described. Protection of the trans diol of quinic acid, followed by PCC oxidation, gave fully protected dehydroquinic acid. This gave methyl dehydroquinate on mild acid catalyzed hydrolysis. Ester hydrolysis then gave potassium dehydroquinate which was treated with amberlite to afford dehydroquinic acid.

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