Synthesis of prodelphinidin B2 3,3′′-digallate using AgOTf-mediated self-condensation

Hana Saito; Yoriko Takahashi; Atsushi Kawamura; Hidefumi Makabe

Results in Chemistry (Dec 2024)

Synthesis of prodelphinidin B2 3,3′′-digallate using AgOTf-mediated self-condensation

Hana Saito,
Yoriko Takahashi,
Atsushi Kawamura,
Hidefumi Makabe

Affiliations

Hana Saito: Graduate School of Science and Technology, Department of Agriculture, Division of Food Science and Biotechnology, Shinshu University, 8304 Minami-minowa Kami-ina, Nagano 399-4598, Japan
Yoriko Takahashi: Faculty of Agriculture, Shinshu University, 8304 Minami-minowa Kami-ina, Nagano 399-4598, Japan
Atsushi Kawamura: Institute for Biomedical Sciences, Department of Interdisciplinary Cluster for Cutting Edge Research, Shinshu University, 8304 Minami-minowa Kami-ina, Nagano 399-4598, Japan; Corresponding author.
Hidefumi Makabe: Graduate School of Science and Technology, Department of Agriculture, Division of Food Science and Biotechnology, Shinshu University, 8304 Minami-minowa Kami-ina, Nagano 399-4598, Japan; Faculty of Agriculture, Shinshu University, 8304 Minami-minowa Kami-ina, Nagano 399-4598, Japan; Institute for Biomedical Sciences, Department of Interdisciplinary Cluster for Cutting Edge Research, Shinshu University, 8304 Minami-minowa Kami-ina, Nagano 399-4598, Japan; Corresponding author at: Graduate School of Science and Technology, Department of Agriculture, Division of Food Science and Biotechnology, Shinshu University, 8304 Minami-minowa Kami-ina, Nagano 399-4598, Japan.

Journal volume & issue: Vol. 12
p. 101902

Abstract

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The Lewis acid mediated self-condensation of an epigallocatechin gallate derivative was examined. We found that AgOTf as a Lewis acid and diethylene glycol as a leaving group at C-4 position afforded a dimeric epigallocatechin gallate derivative in a moderate yield. The condensed product was applied to the synthesis of prodelphinidin B2 3,3′′-digallate.

Published in Results in Chemistry

ISSN: 2211-7156 (Online)
Publisher: Elsevier
Country of publisher: Netherlands
LCC subjects: Science: Chemistry
Website: https://www.journals.elsevier.com/results-in-chemistry/

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