The first synthesis of carminic acid (7β-D-glucopyranosyl-1-methyl-3,5,6,8-tetrahydroxy-9,10-anthraquinone-2-carboxylic acid), was accomplished by direct C-glucosylation of ethyl 3,5,8,9,10-pentamethoxy-1-methylanthracene-2-carboxylate, here synthesized, which affords ethyl 7-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-3,5,8,9,10-pentamethoxy-1-methylanthracene-2-carboxylate and carminic acid by regeneration of the masked functionalities.
P. Allevi, M. Anastasia, P. Ciuffreda, A. Fiecchi, A. Scala, S. Bingham, M. Muir and J. Tyman, J. Chem. Soc., Chem. Commun., 1991, 1319 DOI: 10.1039/C39910001319
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