2026-05-09T14:31:01Z https://www.eurjchem.com/index.php/eurjchem/oai

oai:ojs.www.eurjchem.com:article/1298 2015-12-31T11:02:45Z eurjchem:ART driver

New route for synthesis of 3- and 5-caffeoylquinic acids via protected quinic acids Kadidae, La Ode Usami, Akira Koyama, Tomoya Honda, Mitsunori Kunimoto, Ko-Ki Hydrolysis Esterification Chemical synthesis Caffeoylquinic acids Protected quinic acids Dimethoxy caffeoyl chloride Caffeoylquinic acids (CQAs) are a group of the phenylpropanoids produced by certain plant species, which have various biological activities including antioxidant, antibacterial, anticancer, and others. Several synthetic routes have been developed using quinic acids (QAs) and caffeic acid derivatives as starting materials. In this study, alternative pathways of 3- and 5-CQAs preparation using protected quinic acids are described. Both CQAs were achieved by removal of the protecting groups of compound 9 and 18 with acid hydrolysis using dilute HCl solution. These compounds (9 and 18) are novel, resulted from esterification reaction of diacetyl caffeoyl chloride and protected quinic acids. The hydroxyl groups of quinic acid in this case were protected with 2,2-dimethoxy propane or tert-butyldimethylsilyl (TBS) chloride. Atlanta Publishing House LLC 2015-12-31 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion application/pdf https://www.eurjchem.com/index.php/eurjchem/article/view/1298 10.5155/eurjchem.6.4.367-373.1298 European Journal of Chemistry; Vol. 6 No. 4 (2015): December 2015; 367-373 2153-2257 2153-2249 eng https://www.eurjchem.com/index.php/eurjchem/article/view/1298/pdf_1298