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

ABSTRACT: 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.

SUBMITTER: Kathy WPW

PROVIDER: S-EPMC8780461 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature

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

Kathy Wong Pooi Wen WPW Ong Li Lin LL Devaraj Surabhi S Khong Duc Thinh DT Judeh Zaher M A ZMA

Molecules (Basel, Switzerland) 20220115 2

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 <b>2</b>. The synthetic strategy is general, and potentially applies to the preparation of many natural and unnatural PSEs, especially those su ...[more]

PMID: 35056850

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