Targeted synthesis of 3,3'-, 3,4'- and 3,6'-phenylpropanoid sucrose esters

Targeted synthesis of 3,3'-, 3,4'- and 3,6'-phenylpropanoid sucrose esters

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...

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Bibliographic Details
Main Authors: Wong, Kathy Pooi Wen, Ong, Li Lin, Devaraj, Surabhi, Khong, Duc Thinh, Judeh, Zaher M. A.
Other Authors: School of Chemical and Biomedical Engineering
Format: Article
Language:English
Published: 2022
Subjects:
Engineering::Chemical engineering
Phenylpropanoid Sucrose Esters
Natural Products
Online Access:https://hdl.handle.net/10356/160141
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Institution: Nanyang Technological University
Language: English
Description
Summary: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.

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