(E)-3-(3,4-Di-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyloxy)phenyl) Acrylic Acid
Abstract
Phenolic acids are widely known for their antioxidant and biological properties, which make them attractive scaffolds for structural modification. In this short note, we report the synthesis of a new 3,4-di-glucosylated caffeic acid analogue. The (E)-3-(3,4-di-(2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyloxy)phenyl) acrylic acid was obtained through a two-step synthesis, starting with a phase-transfer-catalyzed glycosylation of 3,4-dihydroxybenzaldehyde with 2,3,4,6-tetra-O-acetyl-α-d-glucopyranosyl bromide followed by a Dobner-modified Knoevenagel condensation. Consistent with the 2-O-acetyl neighbouring participation and the resulting Walden-type inversion at the anomeric centre, both glucopyranosyl units were assigned the β-configuration.
Fields of Study & Subjects
Carbohydrate Chemistry and Synthesis
Microwave-Assisted Synthesis and Applications
Free Radicals and Antioxidants
Publication details
- Journal / source
- Molbank
- Publisher
- MDPI AG
- Volume
- 2026
- Issue
- 2
- Pages
- M2156–M2156
- Publication date
- 1 April 2026
- Language
- EN