Molecules (Jan 2022)

Targeted Synthesis of 3,3′-, 3,4′- and 3,6′-Phenylpropanoid Sucrose Esters

  • Wong Pooi Wen Kathy,
  • Li Lin Ong,
  • Surabhi Devaraj,
  • Duc Thinh Khong,
  • Zaher M. A. Judeh

DOI
https://doi.org/10.3390/molecules27020535
Journal volume & issue
Vol. 27, no. 2
p. 535

Abstract

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In this study, we report on an orthogonal strategy for the precise synthesis of 3,3′-, 3,4′-, and 3,6′-phenylpropanoid sucrose esters (PSEs). The strategy relies on carefully selected protecting groups and deprotecting agents, taking into consideration the reactivity of the four free hydroxyl groups of the key starting material: di-isopropylidene sucrose 2. The synthetic strategy is general, and potentially applies to the preparation of many natural and unnatural PSEs, especially those substituted at 3-, 3′-, 4′- and 6′-positions of PSEs.

Keywords