Synthetic communications

A convenient method for the synthesis of dehydroquinic acid

C Le Sann, C Abell, AD Abell

Index: Le Sann, Christine; Abell, Chris; Abell, Andrew D. Synthetic Communications, 2003 ,  vol. 33,  # 4  p. 527 - 533

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Citation Number: 9

Abstract

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.